benzyl (S)-3-{4-[9-(2,3,5-tri-(tert-butyldimethylsilyloxy)-β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoate

Base Information

Chemical Name:benzyl (S)-3-{4-[9-(2,3,5-tri-(tert-butyldimethylsilyloxy)-β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoate
CAS No.:868071-66-3
Molecular Formula:C₅₂H₇₅N₅O₈Si₃
Molecular Weight:982.453
Hs Code.:

Synonyms:benzyl (S)-3-{4-[9-(2,3,5-tri-(tert-butyldimethylsilyloxy)-β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoate

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Chemical Property of benzyl (S)-3-{4-[9-(2,3,5-tri-(tert-butyldimethylsilyloxy)-β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoate

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Technology Process of benzyl (S)-3-{4-[9-(2,3,5-tri-(tert-butyldimethylsilyloxy)-β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoate

There total 1 articles about benzyl (S)-3-{4-[9-(2,3,5-tri-(tert-butyldimethylsilyloxy)-β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoate 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: 63.0%

: benzyl (S)-2-[(benzyloxycarbonyl)amino]-3-[4-(trimethylstannyl)phenyl]propionate

: 99267-96-6
6-iodo-9-<2,3,5-tri-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl>purine

: 868071-66-3
benzyl (S)-3-{4-[9-(2,3,5-tri-(tert-butyldimethylsilyloxy)-β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoate

Guidance literature:: With copper(l) iodide; triphenyl-arsane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl-formamide; at 65 ℃; for 1.75h;
DOI:10.1021/jo051110x

Reference yield: 97.0%

: 868071-66-3
benzyl (S)-3-{4-[9-(2,3,5-tri-(tert-butyldimethylsilyloxy)-β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoate

: 868071-82-3
benzyl (S)-3-{4-[9-(β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoate

Guidance literature:: With triethylamine hydrofluoride; In tetrahydrofuran; at 20 ℃; for 14h;
DOI:10.1021/jo051110x

Reference yield:

: 868071-66-3
benzyl (S)-3-{4-[9-(2,3,5-tri-(tert-butyldimethylsilyloxy)-β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoate

: (S)-3-{4-[9-(β-D-ribofuranosyl)purin-6-yl]phenyl}-2-aminopropanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / Et₃N*HF / tetrahydrofuran / 14 h / 20 °C

2: 69 percent / H₂ / Pd/C / dimethylformamide; H₂O / 2 h

With hydrogen; triethylamine hydrofluoride; palladium on activated charcoal; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jo051110x