168960-19-8

Basic information

• Product Name: (1S,4R)-(4-Aminocyclopent-2-enyl)methanol hydrochloride
• Synonyms: (1S,4R)-4-aMinocyclopent-2-en-1-yl)Methanol hydrochloride;(1S,4R)-(4-Aminocyclopent-2-enyl) methanol hydrochloride (Abacavir Intermediate);(1S,4R)-4-Amino-2-Cyclopentene-1-Methanol Hydrochloride
• CAS NO: 168960-19-8
• Molecular Formula: C6H11NO.HCl
• Molecular Weight: 149.61858
• Mol File: 168960-19-8.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: (1S,4R)-(4-Aminocyclopent-2-enyl)methanol hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,4R)-(4-Aminocyclopent-2-enyl)methanol hydrochloride(168960-19-8)
• EPA Substance Registry System: (1S,4R)-(4-Aminocyclopent-2-enyl)methanol hydrochloride(168960-19-8)

Safety Data

• Hazardous Substances Data: 168960-19-8(Hazardous Substances Data)

Usage

Uses

(1S,4R)-4-Amino-2-cyclopentene-1-methanol Hydrochloride is the hydrochloride form of (1S,4R)-4-Amino-2-cyclopentene-1-methanol (A603935) which is an intermediate for the synthesis of Abacavir (A105000), antiviral therapeutic nucleoside analog (1,2,3).

Upstream product

• 216481-83-3 (+)-(1S,4R)-tert-butyl N-[4-(hydroxymethyl)-2-cyclopenten-1-yl]carbamate 
• 153011-43-9 (1S,cis)-tert-butyl N-[4-(hydroxymethyl)-2-cyclopenten-1-yl]carbamate 
• 229613-86-9 (1S,4R)-(-)ethyl-4-aminocyclopent-2-ene-1-carboxylate hydrochloride 
• 419563-22-7 (1S,4R)-methyl 4-aminocyclopent-2-enecarboxylate L-hydrogen tartrate 
• 168960-18-7 (1R,4S)-N-(tert-Butyloxycarbonyl)-1-amino-4-(hydroxymethyl)-2-cyclopentene 
• 168773-65-7 (1R,4S)-1-<(tert-Butyloxycarbonyl)amino>-4-(hydroxymethyl)-2-cyclopentene 
• 172720-97-7 (+/-)-tert-butyl (1RS,4SR)-4-(hydroxymethyl)cyclopent-2-enylcarbamate 
• 49805-30-3 2-azabicyclo[2.2.1.]hept-5-en-3-one 
• 61865-62-1 cis-4-aminocyclopent-2-nene-1-carboxylic acid hydrochloride 
• 76909-91-6 rel-(1R,5R)-5-(hydroxymethyl)cyclopent-2-en-1-ol 
• 77745-25-6 cis-4-amino-2-cyclopentenecarboxylic acid methyl ester hydrochloride 
• 77745-26-7 Methyl trans-4-Aminocyclopent-2-enecarboxylate Hydrochloride 

Downstream Products

• 199395-81-8 (1R,4S)-N-butyryl-1-amino-4-(hydroxymethyl)-2-cyclopentene 
• 896716-96-4 4-[(2',5'-diamino-6'-chloropyrimidin-4'-yl)-amino]cyclopent-2-enylmethanol 
• 141271-12-7 (1S, 4R)-(4-(2,5-diamino-6-chloro-4-pyrimidinyl)amino)-2-cyclopenten-1-methanol 
• 112966-73-1 [(1R,3S)-3-(6-amino-9H-purin-9-yl)cyclopentyl]methanol 
• 918492-98-5 (1α,4α)-4-(6-Chloro-9H-purin-9-yl)-2-cyclopentenyl-carbinol 
• 220285-03-0 [(1R,3S)-3-(6-amino-9H-purin-9-yl)cyclopentyl]methanol 
• 158799-91-8 (1R,cis)-4-(6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol 
• 168960-18-7 (1R,4S)-N-(tert-Butyloxycarbonyl)-1-amino-4-(hydroxymethyl)-2-cyclopentene 
• 77745-30-3 trans-4-Acetamidocyclopent-2-enemethyl Acetate 
• 61865-50-7 (+/-)-(1RS,4SR)acetic acid 4-acetylamido-cyclopent-2-enyl-methyl ester 
• 199395-81-8 (1S,4R)-N-butyryl-1-amino-4-(hydroxymethyl)-2-cyclopentene 
• 171887-04-0 (1R,4S)-1-[(2-amino-6-chloro-5-formamido-4-pyrimidinyl)amino]-4-(hydroxymethyl)-2-cyclopentene 

Relevant articles and documents

A facile synthesis of cis-4-amino-2-cyclopentene-1-methanol, a key intermediate for the synthesis of carbocyclic nucleosides

A number of carbocyclic nucleosides can be synthesized from (±)-cis-4-amino-2-cyclopentene-1-methanol (3). Carbocyclic amino alcohol 3 is a key intermediate that makes possible the efficient synthesis of the carbocyclic nucleosides. In this study we wish to report an efficient synthesis of carbocyclic amino alcohol 3 from inexpensive and readily available starting material. The synthetic route employed cyclopentadiene (4) as a starting material and proceeded in 38% overall yield through 6 steps involving a hetero Diels-Alder reaction and an aza-Claisen rearrangement.

A Mitsunobu reaction to functionalized cyclic and bicyclic N-arylamines

The scope of an unexpected Mitsunobu cyclisation to prepare N-arylated Fsp3-enriched azacycles was investigated. In the current study, we have identified whether a pKa-dependent Mitsunobu cyclodehydration or a pKa-independent Mitsunobu intramolecular reaction was in operation. A Mitsunobu reaction, creating a leaving group, followed by intramolecular nucleophilic displacement was determined to be the dominant pathway.

PROCESS FOR THE PREPARATION OF AMINO ALCOHOL DERIVATIVES OR SALTS THEREOF

The present invention relates to a process for the preparation of amino alcohol derivatives or salts thereof. In particular the present invention relates to process for the preparation of amino alcohol derivatives or salts thereof which may be used as intermediates in the preparation of HIV reverse transcriptase inhibitors, more preferably Carbovir and Abacavir. The present invention more specifically relates to a process for the preparation of (1S,4R)-4-amino-2-cyclopentene-1-methanol of Formula IIIa. The present invention also specifically relates to process for the preparation of Abacavir sulfate of Formula II using compound of Formula IIIa prepared according to the process of the present invention.