(2S,3R)-3-(3-acetoxy-4-benzyloxyphenyl)-2-(benzyloxycarbonylmethylamino)-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

Base Information

Chemical Name:(2S,3R)-3-(3-acetoxy-4-benzyloxyphenyl)-2-(benzyloxycarbonylmethylamino)-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester
CAS No.:821006-12-6
Molecular Formula:C₃₄H₄₃NO₈Si
Molecular Weight:621.803
Hs Code.:

Synonyms:(2S,3R)-3-(3-acetoxy-4-benzyloxyphenyl)-2-(benzyloxycarbonylmethylamino)-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

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Chemical Property of (2S,3R)-3-(3-acetoxy-4-benzyloxyphenyl)-2-(benzyloxycarbonylmethylamino)-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

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Technology Process of (2S,3R)-3-(3-acetoxy-4-benzyloxyphenyl)-2-(benzyloxycarbonylmethylamino)-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

There total 4 articles about (2S,3R)-3-(3-acetoxy-4-benzyloxyphenyl)-2-(benzyloxycarbonylmethylamino)-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester 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: 91.0%

: 821006-85-3
(4S,5R)-3-(3-acetoxy-4-benzyloxyphenyl)-2-(benzyloxycarbonylmethylamino)-3-hydroxypropionic acid methyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 821006-12-6
(2S,3R)-3-(3-acetoxy-4-benzyloxyphenyl)-2-(benzyloxycarbonylmethylamino)-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

Guidance literature:: With pyridine; silver nitrate; at 20 ℃; for 17h;
DOI:10.1021/jo048854f

Reference yield: 87.0%

: 821006-85-3
(4S,5R)-3-(3-acetoxy-4-benzyloxyphenyl)-2-(benzyloxycarbonylmethylamino)-3-hydroxypropionic acid methyl ester

: 69739-34-0
t-butyldimethylsiyl triflate

: 821006-12-6
(2S,3R)-3-(3-acetoxy-4-benzyloxyphenyl)-2-(benzyloxycarbonylmethylamino)-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ja710363p

Reference yield:

: 821006-11-5
(4S,5R)-3-(3-acetoxy-4-benzyloxyphenyl)-3-hydroxy-2-methylaminopropionic acid methyl ester

: 821006-12-6
(2S,3R)-3-(3-acetoxy-4-benzyloxyphenyl)-2-(benzyloxycarbonylmethylamino)-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / NaHCO₃ / acetonitrile / 4 h / 20 °C

2: 91 percent / pyridine; AgNO₃ / 17 h / 20 °C

With pyridine; sodium hydrogencarbonate; silver nitrate; In acetonitrile;
DOI:10.1021/jo048854f