262280-14-8

Basic information

• Product Name: (1S,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER
• Synonyms: METHYL (1R,3S,4S)-N-BOC-3-AMINO-4-HYDROXYCYCLOPENTANECARBOXYLATE;(1S,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER;Cyclopentanecarboxylic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-, methyl ester, (1R,3S,4S)- (9CI);(1S,2S,4R)-N-Boc-1-amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester, 95%,;(1S,2S,4R)-N-BOC-1-Amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester, 98% ee;(1S,2S,4R)-N-BOC-1-Amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester,95%,98% ee;(1S,2S,4R)-N-BOC-1-Amino-2-hydroxycyclopentane-4-carboxylic acid methyl esterMethyl (1R,3S,4S)-N-BOC-3-amino-4-hydroxycyclopentanecarboxylate;(1R,3S,4S)-3-[[(1,1-DiMethylethoxy)carbonyl]aMino]-4-hydroxycyclopentanecarboxylic Acid Methyl Ester
• CAS NO: 262280-14-8
• Molecular Formula: C12H21NO5
• Molecular Weight: 259.3
• Product Categories: N-BOC
• Mol File: 262280-14-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 402.56°C (rough estimate)
• Flash Point: 182.4°C
• Appearance: /
• Density: 1.1623 (rough estimate)
• Vapor Pressure: 2.9E-07mmHg at 25°C
• Refractive Index: 1.4596 (estimate)
• CAS DataBase Reference: (1S,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER(262280-14-8)
• EPA Substance Registry System: (1S,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER(262280-14-8)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 262280-14-8(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white crystalline powder

Uses

(1R,3S,4S)-3-[[(1,1-Dimethylethoxy)carbonyl]amino]-4-hydroxycyclopentanecarboxylic Acid Methyl Ester is used in the synthesis of potent inactivators of γ-aminobutyric acid aminotransferase.

InChI:InChI=1/C12H21NO5/c1-12(2,3)18-11(16)13-8-5-7(6-9(8)14)10(15)17-4/h7-9,14H,5-6H2,1-4H3,(H,13,16)/t7-,8+,9+/m1/s1

Upstream product

• 262280-10-4 (1S,4R,6S)-6-acetoxy-2-(tert-butoxycarbonyl)-2-azabicyclo[2.2.1]heptan-3-one 
• 426226-35-9 (+)-methyl (1R,4S)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride 
• 49805-30-3 2-azabicyclo[2.2.1.]hept-5-en-3-one 
• 134003-04-6 (1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid 
• 329910-34-1 (3aS,5S,6S,6aS)-6-bromo-2-oxo-hexahydrocyclopentaoxazole-5-carboxylic acid methyl ester 
• 927870-60-8 (1R,3S,4R)-3-(tert-butoxycarbonylamino)-4-hydroxycyclopentanecarboxylic acid 
• 321744-23-4 (1R,3S,4R)-3-tert-butoxycarbonylamino-4-hydroxycyclopentanecarboxylic acid methyl ester 
• 329910-36-3 (3R,4S)-4-tert-butoxycarbonylamino-3-hydroxycyclopent-1-enecarboxylic acid 
• 251326-99-5 (1R,4S)-N-tert-butoxycarbonyl-4-aminocyclopent-2-ene-1-carboxylic acid methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 186581-53-3 diazomethane 
• 262280-12-6 (1R,3S,4S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxycyclopentane-1-carboxylic acid 

Relevant articles and documents

Use of hydrolases for the synthesis of cyclic amino acids

The synthesis of several cyclic amino acids that have all the necessary structural features to make them ideal scaffolds for use in medicinal chemistry is described. A key step in each synthesis is the use of hydrolase enzymes to define a chiral centre. I

A new class of conformationally rigid analogues of 4-amino-5- halopentanoic acids, potent inactivators of γ-aminobutyric acid aminotransferase

Recently, we found (Qiu, J.; Pingsterhaus, J. M.; Silverman, R. B. J. Med. Chem. 1999, 42, 4725-4728) that conformationally rigid analogues of the GABA aminotransferase (GABA-AT) inactivator vigabatrin were not inactivators of GABA-AT. To determine if thi