(1R,2S,3R,4S)-8-benzenesulfonyl-6-chloro-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purine

Base Information

• Chemical Name: (1R,2S,3R,4S)-8-benzenesulfonyl-6-chloro-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purine
• CAS No.: 865719-98-8
• Molecular Formula: C₃₄H₅₇ClN₄O₅SSi₃
• Molecular Weight: 753.626
• Mol file: 865719-98-8.mol

Synonyms:(1R,2S,3R,4S)-8-benzenesulfonyl-6-chloro-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purine

Chemical Property of (1R,2S,3R,4S)-8-benzenesulfonyl-6-chloro-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,3R,4S)-8-benzenesulfonyl-6-chloro-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purine

There total 3 articles about (1R,2S,3R,4S)-8-benzenesulfonyl-6-chloro-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purine 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: 78.0%

(1R,2S,3R,4S)-6-chloro-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purine (865719-97-7) + N-fluorobis(benzenesulfon)imide (133745-75-2) → (1R,2S,3R,4S)-8-benzenesulfonyl-6-chloro-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purine (865719-98-8)

Guidance literature:

(1R,2S,3R,4S)-6-chloro-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.5h;

N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; at -78 ℃; for 3h;

DOI:10.1021/ol051297e

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (1R,2S,3R,4S)-8-benzenesulfonyl-6-chloro-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purine (865719-98-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 95 percent / imidazole / dimethylformamide / 24 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C

2.2: 78 percent / tetrahydrofuran / 3 h / -78 °C

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ol051297e

Reference yield:

(1S,2S,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(6-chloro-purin-9-yl)-cyclopentane-1,2-diol (204379-31-7) → (1R,2S,3R,4S)-8-benzenesulfonyl-6-chloro-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purine (865719-98-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 95 percent / imidazole / dimethylformamide / 24 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C

2.2: 78 percent / tetrahydrofuran / 3 h / -78 °C

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ol051297e

upstream raw materials:

(1R,2S,3R,4S)-6-chloro-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purine

N-fluorobis(benzenesulfon)imide

tert-butyldimethylsilyl chloride

(1S,2S,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(6-chloro-purin-9-yl)-cyclopentane-1,2-diol

Downstream raw materials:

(1R,2S,3R,4S)-8-benzenesulfonyl-9-[2,3,4-tris-(tert-butyldimethylsilanyloxy)cyclopentyl]-9H-purin-6-ylamine