151907-79-8

Basic information

• Product Name: (-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID
• Synonyms: (1S,4R)-(-)-4-(TERT-BUTOXYCARBONYL)AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID;(1S,4R)-(-)-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID, N-BOC PROTECTED;(1S,4R)-(-)-4-(BOC-AMINO)-2-CYCLOPENTENE-1-CARBOXYLIC ACID;(-)-(1S,4R)-N-T-BUTOXYCARBONYL-1-AMINOCYCLOPENT-2-ENE-4-CARBOXYLIC ACID;(-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENE-4-CARBOXYLIC ACID;(-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID;(-)-(1S,4R)-N-BOC-GAMMA-HOMOCYCLOLEU-2-ENE;(1R,4S)-N-TERT-BUTOXYCARBONYL-1-AMINO-2-CYCLOPENTENE-4-CARBOXYLIC ACID
• CAS NO: 151907-79-8
• Molecular Formula: C11H17NO4
• Molecular Weight: 227.26
• EINECS: 1533716-785-6
• Product Categories: Unusual amino acids;API intermediates;Alicyclic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives
• Mol File: 151907-79-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 152.9 °C
• Boiling Point: 368.97°C (rough estimate)
• Flash Point: 185 °C
• Appearance: beige to light brown crystalline powder
• Density: 1.1781 (rough estimate)
• Vapor Pressure: 6.65E-07mmHg at 25°C
• Refractive Index: 1.5718 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.31±0.40(Predicted)
• CAS DataBase Reference: (-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID(151907-79-8)
• EPA Substance Registry System: (-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID(151907-79-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-23
• HazardClass: IRRITANT
• Hazardous Substances Data: 151907-79-8(Hazardous Substances Data)

Usage

Chemical Properties

beige to light brown crystalline powder

InChI:InChI=1/C11H17NO4/c1-11(2,3)16-10(15)12-8-5-4-7(6-8)9(13)14/h4-5,7-8H,6H2,1-3H3,(H,12,15)(H,13,14)/t7-,8-/m0/s1

Upstream product

• 108999-93-5 (1SR,4RS)-4-[(tert-butyloxycarbonyl)amino]cyclopent-2-enecarboxylic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 134003-02-4 (-)-2-Azabicyclo<2.2.1>heptan-3-one 
• 61865-62-1 cis-4-aminocyclopent-2-nene-1-carboxylic acid hydrochloride 
• 79200-56-9 (-)-2-azabicyclo[2.2.1]hept-5-en-3-one 
• 151792-53-9 tert-butyl (1R,4S)-(-)-3-oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate 
• 168683-02-1 (1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate 
• 229613-83-6 (–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride 
• 130931-84-9 (-)-(1S,4R)-4-aminocyclopent-2-ene-1-carboxylic acid hydrochloride 
• 49805-30-3 2-azabicyclo[2.2.1.]hept-5-en-3-one 
• 102579-71-5 (-)-(1S, 4R)-4-amino-2-cyclopentene-1-carboxylic acid 

Downstream Products

• 168683-02-1 (1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate 
• 130931-84-9 (-)-(1S,4R)-4-aminocyclopent-2-ene-1-carboxylic acid hydrochloride 
• 168960-18-7 (1R,4S)-N-(tert-Butyloxycarbonyl)-1-amino-4-(hydroxymethyl)-2-cyclopentene 
• 161660-94-2 (1R,3S)-3-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid 
• 102629-74-3 (+)-(4S)-4-aminocyclopent-1-ene-1-carboxylic acid 

Relevant articles and documents

Neuraminidase inhibitor and preparation method and in the preparation of anti-influenza virus application of the medicament (by machine translation)

The invention discloses neuraminidase inhibitor and preparation method and in the preparation of anti-influenza virus application of the medicament. In the general formula (I) - (III) shown in any one of the compound or its pharmaceutically acceptable salt, hydrate, solvate, polymorphic, tautomeric, or prodrug thereof, . Pharmaceutical composition, which comprises at least one of the following: the above-mentioned compound, its pharmaceutically acceptable salt thereof, hydrate thereof, solvate thereof, its amine, the tautomers, prodrugs thereof. Compound or its pharmaceutically acceptable salt, hydrate, solvate, polymorphic, tautomeric, or prodrug thereof in the preparation of anti-influenza virus application of the medicament. Through measuring the compound of the invention with a certain inhibition of influenza virus activity, is expected to be used in preparation of anti-influenza virus drugs. (by machine translation)

PRODUCTION OF TRANS-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID DERIVATIVES

Methods of producing compositions of trans-4-amino-2-cyclopentene-1-carboxylic acid derivatives are described. Also described is an amine salt of a compound having formula A, having components present in both cis and trans structures.

Enzymatic method for the synthesis of blockbuster drug intermediates - Synthesis of five-membered cyclic γ-amino acid and γ-lactam enantiomers

A very efficient enzymatic method was developed for the synthesis of cyclic γ-lactam and γ-amino acid enantiomers, intermediates for drugs with a prominent turnover (e.g., abacavir and carbovir), through the CAL-B-catalysed enantioselective (E > 200) hydrolysis of the corresponding N-Boc protected and unprotected racemic γ-lactams with H2O in iPr2O. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.