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

Base Information

Chemical Name:benzyl (S)-3-{4-[9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoate
CAS No.:868071-64-1
Molecular Formula:C₄₀H₃₉N₅O₁₁
Molecular Weight:765.777
Hs Code.:

Synonyms:benzyl (S)-3-{4-[9-(2,3,5-tri-O-acetyl-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-O-acetyl-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-O-acetyl-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-O-acetyl-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: 72.0%

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

: 5987-74-6
6-iodo-9-[β-(2',3',5'-tri-O-acetyl)-D-ribofuranosyl]purine

: 868071-64-1
benzyl (S)-3-{4-[9-(2,3,5-tri-O-acetyl-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 70 ℃; for 2.5h;
DOI:10.1021/jo051110x

Reference yield: 82.0%

: 868071-64-1
benzyl (S)-3-{4-[9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoate

: 868071-78-7
(S)-3-{4-[9-(β-D-ribofuranosyl)purin-6-yl]phenyl}-2-[(benzyloxycarbonyl)amino]propanoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 2.5h;
DOI:10.1021/jo051110x

Reference yield:

: 868071-64-1
benzyl (S)-3-{4-[9-(2,3,5-tri-O-acetyl-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: 82 percent / LiOH / tetrahydrofuran; methanol; H₂O / 2.5 h / 20 °C

2: 82 percent / H₂ / Pd/C / dimethylformamide; H₂O / 2 h

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