(1R,2R)-N,N'-二-对-甲苯磺酰-1,2-二苯基-1,2-乙烯二胺 | 121758-19-8

• 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: (1R,2R)-N,N'-二-对-甲苯磺酰-1,2-二苯基-1,2-乙烯二胺
• 中文别名: （1R，2R）-N，N′-二对甲苯磺酰基-1，2-二苯基-1，2-乙二胺；(1R,2R)-N,N-二-对-甲苯磺酰-1,2-二苯基-1,2-乙烯二胺
• 英文名称: (1R,2R)-1,2-N,N'-bis(p-toluenesulfonylamino)-1,2-diphenylethane
• 英文别名: N,N'-((1R,2R)-1,2-diphenylethane-1,2-diyl)bis(4-methylbenzenesulfonamide)；4-methyl-N-[(1R,2R)-2-[(4-methylphenyl)sulfonylamino]-1,2-diphenylethyl]benzenesulfonamide
• CAS: 121758-19-8
• 化学式: C₂₈H₂₈N₂O₄S₂
• 分子量: 520.673
• InChiKey: SJEDVDWSFHJKIZ-VSGBNLITSA-N

物化性质

• 熔点：
  203-208 °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
• 储存条件：
  请将产品存放在阴凉干燥处。

SDS

Name:	(1R 2R)-N N -Di-p-toluenesulfonyl-1 2-diphenyl-1 2-ethylenediamine Material Safety Data Sheet
Synonym:	None Known
CAS:	121758-19-8

Section 1 - Chemical Product MSDS Name:(1R 2R)-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#
121758-19-8	(1R,2R)-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# 121758-19-8: 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# 121758-19-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(1R,2R)-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# 121758-19-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 121758-19-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 121758-19-8 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：

  (1R,2R)-N,N'-二-对-甲苯磺酰-1,2-二苯基-1,2-乙烯二胺 在 K2 、 chloroamine-T 作用下， 以 叔丁醇 为溶剂， 反应 48.0h， 以59%的产率得到(R)-4-methyl-N-(2-oxo-1,2-diphenylethyl)benzenesulfonamide
  参考文献：
  名称：

  First osmium-catalysed ketamination of alkenes

  摘要：

  描述了将烯烃首次氧化转化为2-氨基酮的条件，这些条件在直接氧化途径中产生外消旋产物，而从相应的对映体纯氨基醇中获得的2-氨基酮则具有高达99%的对映体过量。

  DOI：

  10.1039/b505278p
• 作为产物：
  描述：

  (1S,2S)-1,2-二苯基乙二胺 、 对甲苯磺酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以99%的产率得到
  参考文献：
  名称：

  标签为离子基的手性伯胺可重复使用的有机催化剂，用于C-亲核试剂与α，β-不饱和酮的不对称迈克尔反应

  摘要：

  合成了第一个用离子基团改性的伯胺衍生的有机催化剂，用于C-亲核试剂与α，β-不饱和酮的不对称迈克尔反应。在这种催化剂和酸性助催化剂（AcOH）存在下，羟基香豆素及其含硫类似物与亚苄基丙酮衍生物或环己烯酮反应，以高收率（最高97％）和合理的对映选择性（最高UP）获得相应的迈克尔加合物。到80％）。该催化剂易于回收，可有效重复使用三遍，其活性和立体分化能力逐渐下降。通过ESI-MS对回收的催化剂样品进行分析，使我们能够检测出会毒化催化剂的不良副反应，并提出了将其重新活化的方法。

  DOI：

  10.1002/adsc.201200338
• 作为试剂：
  描述：

  2-乙酰基呋喃 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 sodium formate 、 (1R,2R)-N,N'-二-对-甲苯磺酰-1,2-二苯基-1,2-乙烯二胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.5h， 生成 (2R)-6-hydroxy-2-methyl-2H-pyran-3(6)-one 、 (2R)-6-hydroxy-2-methyl-2H-pyran-3(6)-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。
• Palladium-Catalyzed Modular Synthesis of Substituted Piperazines and Related Nitrogen Heterocycles
  作者：Thomas D. Montgomery、Viresh H. Rawal

  DOI：10.1021/acs.orglett.5b03708

  日期：2016.2.19

  We report here a novel method for the modular synthesis of highly substituted piperazines and related bis-nitrogen heterocycles via a palladium-catalyzed cyclization reaction. The process couples two of the carbons of a propargyl unit with various diamine components to provide nitrogen heterocycles in generally good to excellent yields and high regio- and stereochemical control.

  我们在这里报告了一种新型方法，用于通过钯催化的环化反应模块化合成高度取代的哌嗪和相关的双氮杂环。该方法将炔丙基单元的两个碳与各种二胺组分偶合，以通常良好至优异的产率以及高度的区域和立体化学控制提供氮杂环。
• A practical and efficient method for enantioselective allylation of aldehydes
  作者：E. J. Corey、Chan Mo Yu、Sung Soo Kim

  DOI：10.1021/ja00196a082

  日期：1989.7

  La reaction d'(allyl-2 diphenyl-4,5 ditosyl-1,3)diazaborolidines-1,3,2 chirales avec des aldehydes fournit des alcools homoallyliques de maniere enantioselective

  La 反应 d'(allyl-2 diphenyl-4,5 ditosyl-1,3)diazaborolidines-1,3,2 手性 avec des aldehydes Fournit des alcools homoallyliques de maniere enantioselective
• A Novel Synthesis of ( <i>E</i> )‐2‐Alkenylborane from Chiral Borane and Diazoalkene: Asymmetric Alkenylboration of Aldehydes
  作者：Gyungah Pak、Jimin Kim

  DOI：10.1002/bkcs.11909

  日期：2019.12

  Asymmetric alkenylboration of aldehydes.

  醛的不对称烯基硼化。
• Ring-Closing Metathesis Approaches towards the Total Synthesis of Rhizoxins
  作者：Marc Liniger、Christian M. Neuhaus、Karl-Heinz Altmann

  DOI：10.3390/molecules25194527

  日期：——

  Efforts are described towards the total synthesis of the bacterial macrolide rhizoxin F, which is a potent tubulin assembly and cancer cell growth inhibitor. A significant amount of work was expanded on the construction of the rhizoxin core macrocycle by ring-closing olefin metathesis (RCM) between C(9) and C(10), either directly or by using relay substrates, but in no case was ring-closure achieved

  对细菌大环内酯根瘤菌素 F 的全合成进行了描述，它是一种有效的微管蛋白组装和癌细胞生长抑制剂。通过直接或使用中继基板在 C(9) 和 C(10) 之间进行闭环烯烃复分解 (RCM)，在构建根瘤菌核心大环方面进行了大量工作，但在任何情况下都没有环-关闭实现。通过在 C(9)/C(10) 位点闭环炔烃复分解 (RCAM) 可以形成大环。必需的二炔是从作为 RCM 底物合成的一部分制备的高级中间体中获得的。虽然在闭环步骤中形成的三键直接转化为根瘤菌素大环的 C(9)-C(10)E 双键被证明是难以捉摸的，通过将三键的双钴六羰基配合物与乙基哌啶鎓次磷酸酯还原解络合，可以高选择性地获得相应的 Z 异构体。自由基诱导的双键异构化、C(15) 侧链的完整阐述和 C(11)-C(12) 双键的定向环氧化完成了根瘤菌素 F 的全合成。