(3S-顺式)-(+)-四氢-3,7a-二苯基吡咯并[2,1-b]噁唑-5(6h)-酮 | 161970-71-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: (3S-顺式)-(+)-四氢-3,7a-二苯基吡咯并[2,1-b]噁唑-5(6h)-酮
• 中文别名: (3S-CIS)-(+)-四氢-3,7A-二苯基吡咯[2,1-B]恶唑-5(6H)-酮
• 英文名称: (3S-cis)-(+)-Tetrahydro-3,7a-diphenylpyrrolo[2,1-b]oxazol-5(6H)-one
• 英文别名: (3S,7aS)-3,7a-diphenyl-2,3,6,7-tetrahydropyrrolo[2,1-b][1,3]oxazol-5-one
• CAS: 161970-71-4
• 化学式: C₁₈H₁₇NO₂
• 分子量: 279.338
• InChiKey: DKQMLBIEOBOMDP-AEFFLSMTSA-N

物化性质

• 熔点：
  78 °C
• 沸点：
  422.1°C (rough estimate)
• 密度：
  1.1441 (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)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn,Xi
• 安全说明：
  S36/37
• 危险类别码：
  R20/21/22

SDS

Name:	(3S-cis)-(+)-3 7a-Diphenyltetrahydropyrrolo-[2 1-b]oxazol-5(6H)-one Material Safety Data Sheet
Synonym:	None Known
CAS:	161970-71-4

Section 1 - Chemical Product MSDS Name:(3S-cis)-(+)-3 7a-Diphenyltetrahydropyrrolo-[2 1-b]oxazol-5(6H)-one Material Safety Data Sheet
Synonym:None Known

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
161970-71-4	(3S-cis)-(+)-3,7a-Diphenyltetrahydropy	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
The toxicological properties of this substance have not been fully investigated.
Inhalation:
Harmful if inhaled. 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: 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.

---

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.

---

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. 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.

---

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# 161970-71-4: 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 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: white to light yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 82 - 83 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: C18H17NO2
Molecular Weight: 279.1245

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not currently available.
Conditions to Avoid:
Light, dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 161970-71-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(3S-cis)-(+)-3,7a-Diphenyltetrahydropyrrolo-[2,1-b]oxazol-5( - 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: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
WGK (Water Danger/Protection)
CAS# 161970-71-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 161970-71-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 161970-71-4 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：

  (3S-顺式)-(+)-四氢-3,7a-二苯基吡咯并[2,1-b]噁唑-5(6h)-酮 生成 (1aR,1bS,4S,5aR)-5-Oxo-1b,4-diphenyl-tetrahydro-2-oxa-4a-aza-cyclopropa[a]pentalene-5a-carboxylic acid methyl ester
  参考文献：
  名称：

  An asymmetric synthesis of novel aminocyclopropyl carboxylic acids (ACC)

  摘要：

  将手性双环内酰胺 2 环丙烷化，然后去除手性助剂并进行 Curtius 重排，就可以得到标题化合物，纯度大于 99%。

  DOI：

  10.1039/c39950000141

文献信息

• Concise synthesis of indolizidines: total synthesis of (−)-coniceine
  作者：Michael D. Groaning、A. I. Meyers

  DOI：10.1039/b002621m

  日期：——

  The Ti-mediated allylsilane addition to bicyclic lactams occurs with high stereoselectivity and combined with a ring closure metathesis provides the title compounds in high ee.

  Ti 介导的烯丙基硅烷与双环内酰胺的加成具有高立体选择性，并与闭环复分解相结合，提供了高 ee 的标题化合物。
• Conversion of γ-bicyclic lactams to 4,5-dihydro-2H-pyridazin-3-ones
  作者：Yu Jin Lim、Mia Angela、Paul T. Buonora

  DOI：10.1016/j.tetlet.2003.08.071

  日期：2003.10

  Bicyclic lactams are uniquely suited as precursors for the synthesis of chiral substituted 4,5-dihydro-2H-pyridazinones. This paper describes the development of a method for the direct conversion of unsubstituted and 4-substituted gamma-bicyclic lactams to 4,5-dihydro-2H-pyridazin-3-ones and 2-phenyl-4,5-dihydro-2H-pyridazin-3-ones. (C) 2003 Elsevier Ltd. All rights reserved.
• Asymmetric Lewis Acid-Catalyzed Addition of a Ketene Dithioacetal to a Chiral Bicyclic Lactam. Formation of Cyclobutanopyrrolidinones. A New Class of GABA Derivatives
  作者：A. I. Meyers、Matt A. Tschantz、Gregory P. Brengel

  DOI：10.1021/jo00119a012

  日期：1995.7

  Additions to unsaturated chiral lactams 8 using methylenedithiolane, gave very high endo-selectivity of the cyclobutane adducts (2 + 2 addition) 13, 16. Removal of the phenylglycinol auxiliary by reductive cleavage produced the title compound (+)-20 in very high (>99%) enantiomeric excess. Absolute stereochemistry of the cyclobutanopyrrolidinone, containing three contiguous stereocenters, was confirmed by X-ray crystallography.
• An asymmetric synthesis of novel aminocyclopropyl carboxylic acids (ACC)
  作者：Mazen Es-Sayed、Paul Devine、Laurence E. Burgess、Armin de Meijere、A. I. Meyers

  DOI：10.1039/c39950000141

  日期：——

  Cyclopropanation of chiral bicyclic lactams 2 followed by removal of the chiral auxiliary and a Curtius rearrangement leads to the title compounds in >99% e.e.

  将手性双环内酰胺 2 环丙烷化，然后去除手性助剂并进行 Curtius 重排，就可以得到标题化合物，纯度大于 99%。