(4R,5R)-4,5-二(二甲氨基羰基)-2,2-二甲基二氧 | 63126-29-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (4R,5R)-4,5-二(二甲氨基羰基)-2,2-二甲基二氧
• 中文别名: (4R,5R)-N,N,N',N'-2,2-六甲基-1,3-二氧戊环-4,5-二甲酰胺
• 英文名称: (4R,5R)-2,2,N,N,N',N'-hexamethyl-1,3-dioxolane-4,5-dicarboxamide
• 英文别名: (R,R)-(+)-N,N,N',N'-tetramethyl-2,2-dimethyl-1,3-dioxolane-trans-4,5-dicarboxamide；(4R,5R)-N4,N4,N5,N5,2,2-Hexamethyl-1,3-dioxolane-4,5-dicarboxamide；(4R,5R)-4-N,4-N,5-N,5-N,2,2-hexamethyl-1,3-dioxolane-4,5-dicarboxamide
• CAS: 63126-29-4
• 化学式: C₁₁H₂₀N₂O₄
• 分子量: 244.291
• InChiKey: VCLVBIPTRZNCGF-HTQZYQBOSA-N

物化性质

• 熔点：
  88 °C
• 沸点：
  387.21°C (rough estimate)
• 密度：
  1.1583 (rough estimate)
• 稳定性/保质期：
  <p class="MsoNormal" style="MARGIN: 0cm 0cm 0pt">遵照规定使用和储存，则不会分解。</p>

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2932999099

SDS

Name:	(4R 5R)-4 5-Di(Dimethylaminocarbonyl)-2 2-Dimethyldioxolane 99+% Material Safety Data Sheet
Synonym:	(4R-Trans)-N,N,N',N',2,2-Hexamethyl-1,3-Dioxolane-4,5-Dicarboximide
CAS:	63126-29-4

Section 1 - Chemical Product MSDS Name:(4R 5R)-4 5-Di(Dimethylaminocarbonyl)-2 2-Dimethyldioxolane 99+% Material Safety Data Sheet
Synonym:(4R-Trans)-N,N,N',N',2,2-Hexamethyl-1,3-Dioxolane-4,5-Dicarboximide

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
63126-29-4	(4R,5R)-4,5-Di(Dimethylaminocarbonyl)-	99+%	unlisted

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

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Hygroscopic (absorbs moisture from the air).The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

---

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. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

---

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.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.

---

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# 63126-29-4: 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 minimize contact with skin.
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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 88.00 - 90.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: soluble
Specific Gravity/Density:
Molecular Formula: C11H20N2O4
Molecular Weight: 244.29

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants, exposure to moist air or water.
Incompatibilities with Other Materials:
Moisture, oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 63126-29-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(4R,5R)-4,5-Di(Dimethylaminocarbonyl)-2,2-Dimethyldioxolane - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

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

---

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.

---

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# 63126-29-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 63126-29-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 63126-29-4 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (4R,5R)-4,5-二(二甲氨基羰基)-2,2-二甲基二氧 在 3Ce⁽¹⁺⁾*3Cl^(1-)*7H₂O 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 (2R,3R)-2,3-(isopropylidenedioxy)-N,N-dimethyl-6-methoxy-4-oxohexanamide
  参考文献：
  名称：

  （–）-Crassalactone C的快速对映体全合成

  摘要：

  摘要 从酒石酸中提出了一种简便，快速的全合成生物活性苯乙烯基内酯（-）-crassalactone C的方法。合成的主要特征包括酒石酸的二甲基酰胺的去对称化，以及在闭环复分解反应中有效地使用肉桂酰基酯作为保护基以及反应物。 从酒石酸中提出了一种简便，快速的全合成生物活性苯乙烯基内酯（-）-crassalactone C的方法。合成的主要特征包括酒石酸的二甲基酰胺的去对称化，以及在闭环复分解反应中有效地使用肉桂酰基酯作为保护基以及反应物。

  DOI：

  10.1055/s-0032-1318303
• 作为产物：
  描述：

  (4R,5R)-2,2-二甲基-1,3-二氧戊环-4,5-二甲醛 生成 (4R,5R)-4,5-二(二甲氨基羰基)-2,2-二甲基二氧
  参考文献：
  名称：

  酒石酸的转化：旋光性α-氢醛衍生物的简便合成

  摘要：

  描述了由旋光性酒石酸合成（）-和（）-2-苄氧基-和2-（叔丁基二苯基甲硅烷氧基）-醛的方法。

  DOI：

  10.1016/s0040-4039(00)96267-1

文献信息

• Stereoselective Formal Total Synthesis of (-)-Didemniserinolipid B
  作者：Kavirayani Prasad、Vasudeva Gandi

  DOI：10.1055/s-0029-1217976

  日期：2009.10

  A formal total synthesis of (-)-didemniserinolipid B from L-(+)-tartaric acid is presented. Key features of the synthesis include construction of the bicyclic acetal core from bisdimethyl amide of tartaric acid and further elaboration by cross metathesis.

  提出了从 L-(+)-酒石酸正式全合成 (-)-didemniserinolipid B。合成的关键特征包括从酒石酸的双二甲基酰胺构建双环缩醛核，并通过交叉复分解进一步阐述。
• Stereoselective synthesis of functionalized allenes from tartaric acid
  作者：Kodambahalli S. Shruthi、Piyal Singh、Kavirayani R. Prasad

  DOI：10.1016/j.tet.2020.131706

  日期：2020.12

  good diastereoselectivity. The propargyl alcohols were transformed to allenes using Claisen rearrangement. The formed allenes serve as a precursor for the synthesis of one of the THP units of the natural product sorangicin and for the synthesis of the polyhydroxy unit present in natural product anamarine.

  通过控制地添加炔基锂试剂对酒石酸衍生的C 2对称的双二甲基酰胺进行不对称化处理，得到了单炔基酮，还原后生成了具有良好非对映选择性的相应炔丙基醇。使用克莱森重排将炔丙醇转化为丙二烯。形成的异位烯用作天然产物茄红素的THP单元之一的合成和天然产物阿那莫林中存在的多羟基单元的合成的前体。
• Cyclopropylamines from N,N-Dialkylcarboxamides and Grignard Reagents in the Presence of Titanium Tetraisopropoxide or Methyltitanium Triisopropoxide
  作者：Armin de Meijere、Vladimir Chaplinski、Harald Winsel、Markus Kordes、Björn Stecker、Vesta Gazizova、Andrei I. Savchenko、Roland Boese、Farina Schill née Brackmann

  DOI：10.1002/chem.201001550

  日期：2010.12.10

  Thirty‐three different N,N‐dialkyl‐ and N‐alkyl‐N‐phosphorylalkyl‐substituted carboxamides 9–17 were treated with unsubstituted as well as with 2‐alkyl‐, 2,2‐dialkyl‐, and 3‐alkenyl‐substituted ethylmagnesium bromides 6 in the presence of stoichiometric amounts of titanium tetraisopropoxide or methyltitanium triisopropoxide to furnish substituted cyclopropylamines 20–25 in 20–98 % yield, depending

  三十三个不同Ñ，ñ -二烷基和ñ -烷基- Ñ -phosphorylalkyl取代羧酰胺9 - 17用未取代的治疗以及用2-烷基- ，2,2-二烷基，和3-链烯基取代乙基镁溴化物6中的化学计量的量的四异丙醇钛或三异丙醇methyltitanium到配料取代环丙胺的存在下20 - 25中20-98％的产率，根据与没有取代基（1：1），优（> 25：1）非对映选择性。通常，环丙胺20 – 28的产率更高（高达98％）用甲基异丙醇三异丙醇钛作为钛介质，获得了非对映选择性的损失。在这些条件下，即使二氧戊环保护的酮，卤素取代的和手性的以及非手性的烷氧基烷基取代的羧酰胺也可以转化为相应的取代的环丙胺，以及未取代的苯基，以及各种烷基取代的乙基溴化镁。多种含杂原子的（例如，被卤素，三苯甲基氧基，四氢吡喃氧基取代）的格氏试剂（共62个实例）。在甲基异丙醇钛存在下，用乙基溴化镁将N，N-二甲酰基烷基胺54转
• Preparation and Structural Analysis of Several New α,α,α′,α′-Tetraaryl-1,3-dioxolane-4,5-dimethanols (TADDOL's) and TADDOL analogs, their evaluation as titanium ligands in the enantioselective addition of methyltitanium and diethylzinc reagents to benzald
  作者：Yoshio N. Ito、Xavier Ariza、Albert K. Beck、Andrej Boháč、Camille Ganter、Robert E. Gawley、Florian N. M. Kühnle、Juraj Tuleja、Yan Ming Wang、Dieter Seebach

  DOI：10.1002/hlca.19940770802

  日期：1994.12.14

  Preparation and screening of twenty new ligands, all analogs of α,α,α′,α′-tetraaryl-1,3-dioxolane-4,5-dimethanol (TADDOL), for the Ti-catalyzed asymmetric addition of methyltri(isopropoxy)titanium and diethylzinc to benzaldehyde are described. These ligands have the dioxolane ring of the TADDOL's replaced by cyclobutane, cyclopentane, cyclohexene, cyclohexane, bicyclo[2.2.1]heptene and -heptane and

  Ti催化不对称加成甲基三（异丙氧基）的二十种新配体的制备和筛选，这些配体是α，α，α'，α'-四芳基-1,3-二氧戊环-4,5-二甲醇（TADDOL）的所有类似物描述了钛和二乙基锌与苯甲醛。这些配体具有被环丁烷，环戊烷，环己烯，环己烷，双环[2.2.1]庚烯和-庚烷以及双环[2.2.2]辛烯和-辛烷部分取代的TADDOL的二氧戊环。一些具有取代芳基的H原子或烷基，并且其中九个具有C 2对称性。X射线晶体学和分子力学用于分析配体的结构，并且两个结构特征似乎与选择性相关：（i）螯合O原子和邻位原子的扭转角轴向Ph族的-C原子（小，约19°，最佳角度，图8），以及（ii）轴向Ph族的“垂直度”（图9）。竞争实验表明，TADDOL 1a催化甲基钛和二乙基锌的添加速度比相关的二氧戊环类似物12a，12c和12e快50倍以上（方案7），表明配体需要轴向和赤道芳基（见脚注6）这些反应的加速催化。提出了完
• Enantiopure Quaternary α-Trifluoromethyl-α-alkoxyaldehydes from <scp>l</scp>-Tartaric Acid Derived Ketoamides
  作者：Jean Nonnenmacher、Fabien Massicot、Fabienne Grellepois、Charles Portella

  DOI：10.1021/jo8013403

  日期：2008.10.17

  The diastereoselective nucleophilic trifluoromethylation of a range of ketoamides derived from L-tartaric acid has been studied. TMSCF3 in the presence of a catalytic amount of K2CO3 in DMF has been identified as the conditions leading to the highest diastereoselectivities. A sequential one-pot reaction trifluoromethylation-etherification of the trifluoromethylcarbinol has been developed. Only one

  已经研究了衍生自L-酒石酸的一系列酮酰胺的非对映选择性亲核三氟甲基化。TMSCF3在DMF中催化量的K2CO3的存在下被确定为导致最高非对映选择性的条件。已经开发出三氟甲基甲醇的顺序一锅反应三氟甲基化-醚化。缩酮水解-氧化裂解仅是另外的一锅法反应，导致最终的α-三氟甲基化的α-烷氧基醛。该方法用于制备一系列对映体纯的芳基，杂芳基和烷基α-三氟甲基-α-烷氧基醛。