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

Base Information

• Chemical Name: (1S,4R)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-Cyclopentene-1- methanol
• CAS No.: 136522-33-3
• Molecular Formula: C11H12 Cl N5 O
• Molecular Weight: 265.702
• Mol file: 136522-33-3.mol

Synonyms:2-Cyclopentene-1-methanol,4-(2-amino-6-chloro-9H-purin-9-yl)-, (1S-cis)-

Chemical Property of (1S,4R)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-Cyclopentene-1- methanol

Chemical Property:

• Melting Point: 208℃
• Boiling Point: 572.0±60.0 °C(Predicted)
• PKA: 14.86±0.10(Predicted)
• PSA: 89.85000
• Density: 1.74
• LogP: 1.75260
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

((1S,4R)-4-(2-Amino-6-chloro-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol 95+% ^*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

There total 44 articles about (1S,4R)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-Cyclopentene-1- methanol 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%

9-[(1R,4S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-cyclopent-2-enyl]-6-chloro-9H-purin-2-ylamine (160031-65-2) → (1S,4R)-4-[2-amino-6-chloro-9H-purin-9-yl]-2-cyclopentene-1-methanol (136522-33-3,172721-00-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1016/0957-4166(94)80072-3

Reference yield: 89.0%

6-chloro-9-((1R,4S)-4-((triisopropylsilyloxy)methyl)cyclopent-2-enyl)-9H-purin-2-amine (1026616-09-0) → (1S,4R)-4-[2-amino-6-chloro-9H-purin-9-yl]-2-cyclopentene-1-methanol (136522-33-3,172721-00-5)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol8017352

Reference yield: 87.0%

(1S, 4R)-(4-(2,5-diamino-6-chloro-4-pyrimidinyl)amino)-2-cyclopenten-1-methanol (141271-12-7,896716-96-4) + orthoformic acid triethyl ester (122-51-0) → (1S,4R)-4-[2-amino-6-chloro-9H-purin-9-yl]-2-cyclopentene-1-methanol (136522-33-3,172721-00-5)

Guidance literature:

With sulfuric acid; In butan-1-ol; at 70 ℃; for 20h;

upstream raw materials:

(1S, 4R)-(4-(2,5-diamino-6-chloro-4-pyrimidinyl)amino)-2-cyclopenten-1-methanol

orthoformic acid triethyl ester

2-Amino-6-chloropurin

(4aR,7aR)-4,4a,5,7a-Tetrahydro-cyclopenta[1,3]dioxin-2-one

Downstream raw materials:

abacavir

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