(1S,2S)-N,N-p-二甲苯磺酰基-1,2-二苯-1,2-乙二胺 | 170709-41-8

• 物质功能分类: 有机原料 - 氨基化合物
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: (1S,2S)-N,N-p-二甲苯磺酰基-1,2-二苯-1,2-乙二胺
• 中文别名: （1S，2S）-N，N′-二对甲苯磺酰基-1,2-二苯基-1,2-乙二胺；(1S,2S)-N,N'-P-二甲苯磺酰基-1,2-二苯-1,2-乙二胺；N-((1s,2s)-2-氨基-1,2-二苯基乙基)-4-甲基-n-甲苯磺酰苯磺酰胺；1S,2S-N,N'-双(对甲苯磺酰基)-1,2-二苯基乙二胺
• 英文名称: (1S,2S)-N,N'-bis((4-methylphenyl)sulfonyl)-1,2-diphenylethane-1,2-diamine
• 英文别名: (1S,2S)-N,N'-di-p-toluenesulfonyl-1,2-diphenyl-1,2-ethylenediamine；(S,S)-[N,N'-bis(p-toluenesulfonyl)-1,2-diamino-1,2-diphenyl]ethane；N,N'-((1S,2S)-1,2-diphenylethane-1,2-diyl)bis(toluenesulfonamide)；(1S,2S)-1,2-N,N'-bis(p-toluenesulfonylamino)-1,2-diphenylethane；(S,S)-1,2-diphenyl-1,2-ethylenediamine bis(toluenesulfonamide)；(S,S)-1,2-bis(p-toluenesulfonylamino)-1,2-diphenylethane；4-methyl-N-[(1S,2S)-2-[(4-methylphenyl)sulfonylamino]-1,2-diphenylethyl]benzenesulfonamide
• CAS: 170709-41-8
• 化学式: C₂₈H₂₈N₂O₄S₂
• 分子量: 520.673
• InChiKey: SJEDVDWSFHJKIZ-NSOVKSMOSA-N

物化性质

• 熔点：
  202-204 °C
• 沸点：
  697.1±65.0 °C(Predicted)
• 密度：
  1.1673 (rough estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 安全说明：
  S24/25
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Name:	(1S 2S)-N N -Di-p-toluenesulfonyl-1 2-diphenyl-1 2-ethylenediamine Material Safety Data Sheet
Synonym:	None Known
CAS:	170709-41-8

Section 1 - Chemical Product MSDS Name:(1S 2S)-N N -Di-p-toluenesulfonyl-1 2-diphenyl-1 2-ethylenediamine Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
170709-41-8	(1S,2S)-N,N'-Di-p-toluenesulfonyl-1,2-	ca. 100	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. May be harmful if inhaled.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 170709-41-8: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white - off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 202 - 204 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C28H28N2O4S2
Molecular Weight: 520.327

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 170709-41-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(1S,2S)-N,N'-Di-p-toluenesulfonyl-1,2-diphenyl-1,2-ethylenediamine - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 170709-41-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 170709-41-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 170709-41-8 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (1S,2S)-N,N-p-二甲苯磺酰基-1,2-二苯-1,2-乙二胺 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Studies for the enantiocontrolled preparation of substituted tetrahydropyrans: applications for the synthesis of leucascandrolide A macrolactone

  摘要：

  Strategies for the stereocontrolled preparations of 2,6-cis- and 2,6-trans-substituted tetrahydropyrans have been devised. These studies have explored methodology for asymmetric induction in S-E' reactions using chiral 1,3,2-diazaborolidine controllers. Reactions with aldehydes at -78 degrees C yield nonracemic 1,5-diols for chemoselective internal backside displacements. This concept is developed as a flexible and reliable strategy in studies toward leucascandrolide A macrolactone 2 via the sequential applications of S-E' reactions leading to the C-1-C-9 aldehyde 14, and the bis-tetrahydropyran 59, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.020
• 作为产物：
  描述：

  3,6-bis(p-toluenesulfonyl)-4,5-diphenyl-4H,5H-1,2,3,6-dithiadiazine 在 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以98%的产率得到(1S,2S)-N,N-p-二甲苯磺酰基-1,2-二苯-1,2-乙二胺
  参考文献：
  名称：

  氮取代的硫亚磺酰基化合物及相关新杂环的制备及性能

  摘要：

  二锂化的N，N′-二甲基-1,2-二苯基乙二胺与二氯化二硫（S 2 Cl 2）的反应得到硫代亚硫酰基化合物（R 2 N）2 SS，2,5-二甲基-3,4-二苯基-1 -1,2,5-噻二唑-1-硫化物，而的二锂化的治疗ñ，ñ双（p甲苯磺酰）-1,2-二苯基乙二胺以S 2氯2提供一个新的杂环，3,6-二（p -甲苯磺酰基）-4,5-二苯基-4 H，5 H -1,2,3,6-二噻二嗪。

  DOI：

  10.1016/j.tetlet.2007.09.127
• 作为试剂：
  描述：

  2-乙酰基呋喃 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 sodium formate 、 间氯过氧苯甲酸 、 (1S,2S)-N,N-p-二甲苯磺酰基-1,2-二苯-1,2-乙二胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.5h， 生成 2H-吡喃-3(6H)-酮,6-羟基-2-甲基-,(2S,6R)- 、 (2S, 6R)-6-hydroxy-2-methyl-2H-pyran-3(6H)-one
  参考文献：
  名称：

  烯丙基-烯丙基偶联对钯催化的区域选择性和非对映选择性C-糖基化

  摘要：

  在温和条件下，使用Achmatowicz重排产物作为供体，甲基香豆素作为受体，通过烯丙基-烯丙基偶联过程开发了Pd催化的C-糖基化反应。该方法具有区域选择性和非对映选择性，C-糖苷的立体发散合成。具有控制的立体多样性的糖基供体和具有荧光性能的糖基受体进一步强调了该方法。

  DOI：

  10.1002/adsc.202001136

文献信息

• Chiral Bis(N-sulfonylamino)phosphine- and TADDOL-Phosphite-Oxazoline Ligands: Synthesis and Application in Asymmetric Catalysis
  作者：Robert Hilgraf、Andreas Pfaltz

  DOI：10.1002/adsc.200404168

  日期：2005.1

  has been prepared, containing a chiral oxazoline ring and as a second chiral unit a bis(N-sulfonylamino)phosphine group embedded in a diazaphospholidine ring or a cyclic phosphite group derived from TADDOL. These modular ligands are readily synthesized from chiral amino alcohols and chiral 1,2-diamines or TADDOLs. Palladium and iridium complexes derived from these ligands were found to be efficient catalysts

  制备了一系列N，P-配体，其包含手性恶唑啉环和嵌入在二氮磷吡啶环中的双（N-磺酰基氨基）膦基或衍生自TADDOL的环状亚磷酸酯基作为第二手性单元。这些模块化配体易于从手性氨基醇和手性1,2-二胺或TADDOLs合成。发现衍生自这些配体的钯和铱配合物分别是对映选择性烯丙基烷基化和烯烃氢化的有效催化剂。
• Preparation of mono-N-sulphonylated diamines
  申请人：Bosch Elmar Boris

  公开号：US20050059842A1

  公开（公告）日：2005-03-17

  The present invention relates to a process for preparing mono-N-sulphonylated diamines by reacting diamines with sulphonyl halides in the presence of water, base and organic solvents.

  本发明涉及一种通过在水、碱和有机溶剂存在下将二胺与磺酰卤反应制备单N-磺酰化二胺的方法。
• Total Synthesis of (−)-Okilactomycin
  作者：Amos B. Smith、Kallol Basu、Todd Bosanac

  DOI：10.1021/ja077569l

  日期：2007.12.1

  A highly convergent synthesis of (-)-okilactomycin is described. Key reactions of this synthesis include a strategy-level diastereoselective oxy-Cope rearrangement/oxidation sequence, a Petasis-Ferrier union/rearrangement tactic, and an efficient RCM reaction to construct the 13-membered macrocyclic ring.

  描述了 (-)-okilactomycin 的高度收敛合成。该合成的关键反应包括策略级非对映选择性氧-科普重排/氧化序列、Petasis-Ferrier 结合/重排策略以及构建 13 元大环的有效 RCM 反应。
• Process for production of amines
  申请人：Terada Masahiro

  公开号：US20070142639A1

  公开（公告）日：2007-06-21

  A process for producing an amine which is characterized by reacting an imine with a nucleophilic compound (except a trialkylsilyl vinyl ether) in the presence of a phosphoric acid derivative represented by the formula (1): wherein A 1 represents a spacer; X 1 and X 2 represent each independently a divalent nonmetal atom or a divalent nonmetal atomic group; and Y 1 is oxygen or sulfur. The invention provides a process by which amines (particularly optically active amines) useful as intermediates of medicines, agricultural chemicals, or the like can be produced without special post-treatment in high yield at high optical purity; and phosphoric acid derivatives (particularly optically active phosphoric acid derivatives) useful in the production of the amines.

  一种生产胺的方法，其特征在于在式（1）所代表的磷酸衍生物存在下，将亚胺与一种亲核化合物（三烷基硅基乙烯醚除外）反应： 其中A1代表一个间隔物；X1和X2分别独立表示二价非金属原子或二价非金属原子团；Y1为氧或硫。该发明提供了一种方法，通过该方法，可以在高光学纯度下高产率地生产用作药品、农药等中间体的胺（特别是光学活性胺），而无需进行特殊的后处理；以及用于生产这些胺的磷酸衍生物（特别是光学活性磷酸衍生物）。
• Studies Directed toward the Total Synthesis of Azaspiracid:  Stereoselective Construction of C₁−C₁₂, C₁₃−C₁₉, and C₂₁−C₂₅ Fragments
  作者：Rich G. Carter、David J. Weldon

  DOI：10.1021/ol006674w

  日期：2000.11.1

  [reaction: see text] The efficient entry to the C(1)-C(12), C(13)-C(19), and C(21)-C(25) fragments of azaspiracid is outlined. The C(1)-C(12) portion is constructed using a key asymmetric allenyl borane addition to the corresponding alpha,beta-unsaturated aldehyde. The synthesis of the C(13)-C(19) portion utilizes an Evans asymmetric alkylation followed by Sharpless asymmetric dihydroxylation. In addition

  [反应：见正文]概述了氮杂杂螺酸的C（1）-C（12），C（13）-C（19）和C（21）-C（25）片段的有效入口。C（1）-C（12）部分是使用键不对称的烯基硼烷加成至相应的α，β-不饱和醛而制成的。C（13）-C（19）部分的合成利用Evans不对称烷基化，然后进行Sharpless不对称二羟基化。另外，详细描述了在Sharpless二羟基化过程中相邻手性恶唑烷酮错配效应的新颖解决方案。