321744-18-7

Basic information

• Product Name: (1R,2R,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER
• Synonyms: (1R,2R,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER;METHYL (1R,3R,4R)-N-BOC-3-AMINO-4-HYDROXYCYCLOPENTANECARBOXYLATE;Cyclopentanecarboxylic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-, methyl ester, (1R,3R,4R)- (9CI);(1R,2R,4R)-N-BOC-1-Amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester,95%,98% ee
• CAS NO: 321744-18-7
• Molecular Formula: C12H21NO5
• Molecular Weight: 259.3
• Product Categories: N-BOC
• Mol File: 321744-18-7.mol

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)
• PKA: 11.62±0.60(Predicted)
• CAS DataBase Reference: (1R,2R,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER(321744-18-7)
• EPA Substance Registry System: (1R,2R,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER(321744-18-7)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 321744-18-7(Hazardous Substances Data)

Usage

Chemical Properties

white powder

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

• 426226-35-9 (+)-methyl (1R,4S)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 352226-79-0 (1R,3R,4S)-3-tert-Butoxycarbonylamino-4-methanesulfonyloxy-cyclopentanecarboxylic acid methyl ester 
• 352226-80-3 (1R,3R,4R)-3-Acetoxy-4-tert-butoxycarbonylamino-cyclopentanecarboxylic acid methyl ester 
• 329910-38-5 (1S,3R,4S)-3-tert-Butoxycarbonylamino-4-methanesulfonyloxy-cyclopentanecarboxylic acid methyl ester 
• 352226-76-7 (1S,3R,4R)-3-Acetoxy-4-tert-butoxycarbonylamino-cyclopentanecarboxylic acid methyl ester 
• 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 
• 321744-21-2 (1S,3S,4R)-3-tert-butoxycarbonylamino-4-hydroxycyclopentanecarboxylic acid methyl ester 
• 329910-36-3 (3R,4S)-4-tert-butoxycarbonylamino-3-hydroxycyclopent-1-enecarboxylic acid 
• 329910-37-4 (3R,4S)-4-tert-butoxycarbonylamino-3-hydroxycyclopent-1-enecarboxylic acid methyl ester 
• 251326-99-5 (1R,4S)-N-tert-butoxycarbonyl-4-aminocyclopent-2-ene-1-carboxylic acid methyl ester 
• 229613-83-6 (–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride 

Downstream Products

• 741237-05-8 methyl (1R,3R,4R)-3-amino-4-hydroxycyclopentane-1-carboxylate 
• 321744-16-5 (1R,2R,4S)-1-(tert-butoxycarbonylamino)-2-hydroxycyclopentane-4-carboxylic acid methyl ester 
• 321744-19-8 (1S,2S,4S)-1-(tert-butoxycarbonylamino)-2-hydroxycyclopentane-4-carboxylic acid methyl ester 
• 262280-14-8 (1S,2S,4R)-1-(tert-butoxycarbonylamino)-2-hydroxycyclopentane-4-carboxylic acid methyl ester 

Relevant articles and documents

COMPOUNDS AND COMPOSITIONS USEFUL FOR TREATING DISORDERS RELATED TO NTRK

This invention relates to inhibitors of NTRK that are active against wild-type NTRK and its resistant mutants.

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

Substituted cyclopentenes, their preparation and their use for chiral scaffolds

3,4-Disubstituted-1-cyclopentene compounds, in substantially enantiopure form, have the relative stereochemistry according to formula (1A) or (1B) including the opposite enantiomers thereof, wherein R1is either COOX, wherein X is selected from the group consisting of alkyl, H, and a salt-forming cation, or CH2OH, whererin the hydroxy group is optionally protected; R2is H or a protecting group; R3is H or alkyl, and R4is selected from the group consisting of H, alkoxy, alkyl, aryl, and aralkyl; or, in the case of formula (1A), R2and R4are linked to form an oxazolidonone ring. These compounds can be used to prepare a series of complementary stereochemcially varied cyclopentane scaffolds.

An efficient route to all eight stereoisomers of a tri-functionalised cyclopentane scaffold for drug discovery

A route to all eight stereoisomers of 3-(tert-butoxycarbonylamino)-4-hydroxycyclopentanecarboxylic acid methyl ester is presented; these products should prove to be valuable scaffolds in pharmaceutical discovery.

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.

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