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
• Article Data: 6

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

• 186581-53-3 diazomethane 
• 262280-12-6 (1R,3S,4S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxycyclopentane-1-carboxylic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 251326-99-5 (1R,4S)-N-tert-butoxycarbonyl-4-aminocyclopent-2-ene-1-carboxylic acid methyl ester 
• 329910-36-3 (3R,4S)-4-tert-butoxycarbonylamino-3-hydroxycyclopent-1-enecarboxylic acid 
• 321744-23-4 (1R,3S,4R)-3-tert-butoxycarbonylamino-4-hydroxycyclopentanecarboxylic acid methyl ester 
• 927870-60-8 (1R,3S,4R)-3-(tert-butoxycarbonylamino)-4-hydroxycyclopentanecarboxylic acid 
• 329910-34-1 (3aS,5S,6S,6aS)-6-bromo-2-oxo-hexahydrocyclopentaoxazole-5-carboxylic acid methyl ester 
• 134003-04-6 (1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid 
• 49805-30-3 2-azabicyclo[2.2.1.]hept-5-en-3-one 
• 426226-35-9 (+)-methyl (1R,4S)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride 
• 262280-10-4 (1S,4R,6S)-6-acetoxy-2-(tert-butoxycarbonyl)-2-azabicyclo[2.2.1]heptan-3-one 
• 329910-41-0 methyl (3R,4R)-4-((tert-butoxycarbonyl)amino)-3-hydroxycyclopent-1-ene-1-carboxylate 
• 352226-76-7 (1S,3R,4R)-3-Acetoxy-4-tert-butoxycarbonylamino-cyclopentanecarboxylic acid methyl ester 

Downstream Products

• 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 
• 741237-05-8 methyl (1R,3R,4R)-3-amino-4-hydroxycyclopentane-1-carboxylate 

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.

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.

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.