321744-14-3

Basic information

• Product Name: (1R,2S,4S)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER
• Synonyms: METHYL (1S,3R,4S)-N-BOC-3-AMINO-4-HYDROXYCYCLOPENTANECARBOXYLATE;(1R,2S,4S)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER;Cyclopentanecarboxylic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-, methyl ester, (1S,3R,4S)- (9CI);(1R,2S,4S)-N-BOC-1-Amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester, 98% ee, 95%;(1R,2S,4S)-N-Boc-1-amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester, 95%,;(1R,2S,4S)-N-BOC-1-Amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester,95%,98% ee;(1R,2S,4S)-N-BOC-1-Amino-2-hydroxycyclopentane-4-carboxyl;methyl (1S,3R,4S)-3-{[(tert-butoxy)carbonyl]amino}-4-hydroxycyclopentane-1-carboxylate
• CAS NO: 321744-14-3
• Molecular Formula: C12H21NO5
• Molecular Weight: 259.3
• Product Categories: N-BOC
• Mol File: 321744-14-3.mol
• Article Data: 4

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: (1R,2S,4S)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S,4S)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER(321744-14-3)
• EPA Substance Registry System: (1R,2S,4S)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER(321744-14-3)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 321744-14-3(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to yellow viscous liquid

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-/m0/s1

Upstream product

• 329910-42-1 (3R,4S)-4-tert-butoxycarbonylamino-3-hydroxycyclopent-1-enecarboxylic acid methyl ester 
• 335668-15-0 (1S,2S,4R,5R)-4-tert-Butoxycarbonylamino-6-oxa-bicyclo[3.1.0]hexane-2-carboxylic acid methyl ester 
• 229613-83-6 (–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride 
• 352226-72-3 (3S,4R)-4-tert-butoxycarbonylamino-3-hydroxycyclopent-1-enecarboxylic acid 
• 352226-71-2 (3aR,5R,6R,6aR)-6-bromo-2-oxo-hexahydrocyclopentaoxazole-5-carboxylic acid methyl ester 
• 168683-02-1 (1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 79-22-1 methyl chloroformate 
• 952708-31-5 (1S,3R,4S)-3-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-4-hydroxycyclopentanecarboxylic acid 

Downstream Products

• 321744-16-5 (1R,2R,4S)-1-(tert-butoxycarbonylamino)-2-hydroxycyclopentane-4-carboxylic acid methyl ester 

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

Highly selective directed hydrogenation of enantiopure 4-(tert-butoxycarbonylamino)cyclopent-1-enecarboxylic acid methyl esters

The use of both N-tert-butoxycarbonylamino- and hydroxyl-directed hydrogenation methodology to yield essentially single diastereomers of 3-(tert-butoxycarbonylamino)-4-hydroxycyclopentanecarboxylic acid methyl esters and 3-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid methyl esters is described. These results incorporate the first reported carbamate-directed hydrogenations of functionalised cyclopentenes.