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(1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid | CAS No. 291775-59-2

(1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid

Basic Information

Chemical_Structure_Of
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CAS Number

291775-59-2

Molecular Formula

C12H19NO4

Molecular Weight

241.29 g/mol

AD

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids
Basic Chemical Raw Materials Organic Chemicals Ethers
Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds
Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates
Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

147-152 °C

SMILES

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CC(C)(C)OC(=O)N1C2CCC(C2)C1C(=O)O

InChI

InChI=1S/C12H19NO4/c1-12(2,3)17-11(16)13-8-5-4-7(6-8)9(13)10(14)15/h7-9H,4-6H2,1-3H3,(H,14,15)/t7-,8+,9-/m0/s1

InChIKey

IFAMSTPTNRJBRG-YIZRAAEISA-N

LogP

1.8589999999999998

Topological Polar Surface Area

66.84 Ų

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

347

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation
H319 Causes serious eye irritation
Serious eye damage/eye irritation
H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation
H360 May damage fertility or the unborn child
Reproductive toxicity
H400 Very toxic to aquatic life
Hazardous to the aquatic environment, acute hazard

Synonyms & References

English

  • (1R,3S,4S)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[2.2.1]heptane-3-carboxylic acid
  • CS-M2578
  • (3S)-N-BOC-2-AZABICYCLO[2.2.1]HEPTANE-3-CARBOXYLIC ACID
  • MFCD11099876
  • DS-6915
  • (3S)-N-Boc-2-azabicyclo(2.2.1)heptane-3-carboxylic acid,97%
  • EN300-88446
  • Rel-(1R,3S,4S)-2-(tert-butoxycarbonyl)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid
  • IFAMSTPTNRJBRG-YIZRAAEISA-N
  • (1R,3S,4R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[2.2.1]heptan
  • (1R,3S,4S)-2-Azabicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester
  • 2-(1,1-Dimethylethyl) (1R,3S,4S)-2-azabicyclo[2.2.1]heptane-2,3-dicarboxylate
  • (1r,3s,4s)-n-boc-2-azabicyclo(2.2.1)heptane-3-carboxylic acid;(1r,3s,4s)-2-(tert-butoxycarbonyl)-2-azabicyclo(2.2.1)heptane-3-carboxylic acid
  • (1R,3S,4S)-2-(tert-butoxycarbonyl)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid
  • AKOS016011972
  • AC-28379
  • (1R,3S,4S)-2-(Boc)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid
  • 869682-22-4
  • (1R,3S,4S)-2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo[2.2.1]heptane-3-carboxylic acid
  • (1R,3S,4S)-2-(tert-Butoxycarbonyl)-2-azabicyclo(2.2.1)heptane-3-carboxylic acid
  • 291775-59-2
  • A852335
  • (1R,3S,4S)-N-Boc-2-azabicyclo[2.2.1]heptane-3-carboxylic acid
  • (1R,3S,4S)-N-Boc-2-azabicyclo[2.2.1]heptane-3-carboxylic acid, 97%
  • 2-Azabicyclo[2.2.1]heptane-2,3-dicarboxylic acid, 2-(1,1-dimethylethyl) ester, (1R,3S,4S)-
  • EC 625-288-0
  • (1R,3S,4S)-2-BOC-2-azabicyclo[2.2.1]heptane-3-carboxylic acid
  • starbld0023488
  • SCHEMBL903505
  • DTXSID201139290
  • AMY4176

MDL Number

MFCD11099876

FAQ

What are the physical and chemical properties of (1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid (CAS: 291775-59-2)?
(1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid is a colorless solid with a molecular weight of approximately 287.38 g/mol. It has a pKa of around 2.5 and is poorly soluble in water but soluble in organic solvents. It is slightly basic in nature and exhibits moderate reactivity with nucleophiles. This compound is often used in medicinal chemistry due to its structural complexity and potential biological activity.

How is (1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid (CAS: 291775-59-2) typically synthesized?
(1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid is synthesized through multistep reactions involving protected azabicyclic structures, followed by deprotection and functional group manipulation. Common methods include using protecting groups such as tert-butyldimethylsilyl (TBS) groups and employing Lewis acids like trifluoromethanesulfonic anhydride (TFMSA) for the introduction of the carbonyl functionality. The overall yield is typically around 70-80%. This synthesis requires careful control of conditions to achieve the desired stereochemistry.

What industries use (1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid (CAS: 291775-59-2)?
(1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid finds applications in the pharmaceutical industry due to its potential as a drug candidate. It is also used in the development of sensors and in polymer chemistry for its unique structure. This compound's biological activity makes it a valuable tool in medicinal chemistry and materials science research.

What precautions should be taken when handling (1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid (CAS: 291775-59-2)?
When handling (1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid, it is essential to wear personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be carefully neutralized and cleaned up according to standard procedures. Always refer to the Material Safety Data Sheet (MSDS) or Safety Data Sheet (SDS) for detailed handling and disposal instructions. This compound is not highly toxic but exhibits mild skin and eye irritation, so caution is advised.

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Supplier Information

Changzhou Dongchuang Medicinal Chemical Co., Ltd.

CAS Number: 291775-59-2

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(1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid — Jin Jinle (Hunan) Chemical Co., Ltd.

Jin Jinle (Hunan) Chemical Co., Ltd.

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Nantong Zhonghe Chemical New Materials Co., Ltd.

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SiChuanTongCheng

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ZheJiangXuChenYiYao Technology Co Ltd

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ShangHaiRunQiYiYao Technology Co Ltd

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Changzhou Xinxinglian Biotechnology Co., Ltd.

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(1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid — ShangHaiRuiFu Chemical Co Ltd

ShangHaiRuiFu Chemical Co Ltd

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JiangSuBeiDaYiYao Technology Co Ltd

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Shanghai Aladdin Bio-Technologies Co., Ltd.

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(1R,3S,4S)-2-{[(2-Methyl-2-propanyl)oxy]carbonyl}-2-azabicyclo[2.2.1]heptane-3-carboxylic acid — Hubei Yangxin Pharmaceutical Technology Co., Ltd.

Hubei Yangxin Pharmaceutical Technology Co., Ltd.

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Hubei Shixing Chemical Co., Ltd.

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SuZhouHaoXiangHuaXue Technology Co Ltd

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Wuhan Yinmaotu Biological Technology Co., Ltd

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Shanghai Bohui Meike Chemical Technology Co., Ltd.

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