(1S–4R)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol hydrochloride

Base Information

• Chemical Name: (1S–4R)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol hydrochloride
• CAS No.: 172015-79-1
• Molecular Formula: C11H13Cl2N5O
• Molecular Weight: 302.163
• Hs Code.: 2933599550
• Mol file: 172015-79-1.mol

Synonyms:(1S-cis)-4-(2-Amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol Monohydrochloride;ZLD0252;V2106;(1S,4R)-4-(2-Amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol hydrochloride;((1S,4R)-4-(2-Amino-6-chloro-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol hydrochloride;

Chemical Property of (1S–4R)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol hydrochloride

Chemical Property:

• Vapor Pressure: 6.37E-14mmHg at 25°C
• Melting Point: 165-170?C
• Boiling Point: 572oC at 760 mmHg
• Flash Point: 299.7oC
• PSA: 89.85000
• LogP: 2.55460
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99.9% ^*data from raw suppliers

(1S,4R)-4-(2-Amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanolHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S–4R)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol hydrochloride

There total 8 articles about (1S–4R)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

(1R,4S)-1-[(2-amino-6-chloro-5-formamido-4-pyrimidinyl)amino]-4-(hydroxymethyl)-2-cyclopentene (171887-04-0) → ((1S,4R)-4-(2-amino-6-chloro-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol hydrochloride (172015-79-1)

Guidance literature:

With hydrogenchloride; orthoformic acid triethyl ester; In water; for 4h;

DOI:10.1080/15257770008033011

Reference yield: 82.0%

orthoformic acid triethyl ester (122-51-0) + (1R,4S)-1-[(2-amino-6-chloro-5-formamido-4-pyrimidinyl)amino]-4-(hydroxymethyl)-2-cyclopentene (171887-04-0) → ((1S,4R)-4-(2-amino-6-chloro-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol hydrochloride (172015-79-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; industrial methylated spirit; water; at 0 - 25 ℃; Product distribution / selectivity;

Reference yield:

(1S,4R)-4-amino-2-cyclopentene-1-methanol tartrate salt + 4,6-dichloro-2,5-diformamido-pyrimidine (116477-30-6) → ((1S,4R)-4-(2-amino-6-chloro-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol hydrochloride (172015-79-1)

Guidance literature:

(1S,4R)-4-amino-2-cyclopentene-1-methanol tartrate salt; With sodium carbonate; In ethanol; for 0.5h;

4,6-dichloro-2,5-diformamido-pyrimidine; In ethanol; for 3h; Heating / reflux;

With hydrogenchloride; orthoformic acid triethyl ester; more than 3 stages;

upstream raw materials:

(1R,4S)-1-[(2-amino-6-chloro-5-formamido-4-pyrimidinyl)amino]-4-(hydroxymethyl)-2-cyclopentene

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(1R,4S)-1-amino-4-hydroxymethyl-2-cyclopentene

N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide

Downstream raw materials:

(1α,4α)-4-(2,6-Diamino-9H-purin-9-yl)-2-cyclopentenyl-carbinol

(1S,4R)-4-[2-amino-6-chloro-9H-purin-9-yl]-2-cyclopentene-1-methanol

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Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF AMINO ALCOHOL DERIVATIVES OR SALTS THEREOF". Paragraph 0054; 0055. . Retrieved 2017/09/02.
• 2、 -. "Process for the synthesis of chloropurine intermediates". Page/Page column 5. . Retrieved 2010/11/30.