(2S,3S,4S)-2-(tert-butoxycarbonyl)amino-3-hydroxy-4-methyl-5-benzyloxypentanoic acid methyl ester

Base Information

Chemical Name:(2S,3S,4S)-2-(tert-butoxycarbonyl)amino-3-hydroxy-4-methyl-5-benzyloxypentanoic acid methyl ester
CAS No.:104241-23-8
Molecular Formula:C₁₉H₂₉NO₆
Molecular Weight:367.442
Hs Code.:

Synonyms:(2S,3S,4S)-2-(tert-butoxycarbonyl)amino-3-hydroxy-4-methyl-5-benzyloxypentanoic acid methyl ester

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Chemical Property of (2S,3S,4S)-2-(tert-butoxycarbonyl)amino-3-hydroxy-4-methyl-5-benzyloxypentanoic acid methyl ester

Chemical Property:

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Technology Process of (2S,3S,4S)-2-(tert-butoxycarbonyl)amino-3-hydroxy-4-methyl-5-benzyloxypentanoic acid methyl ester

There total 4 articles about (2S,3S,4S)-2-(tert-butoxycarbonyl)amino-3-hydroxy-4-methyl-5-benzyloxypentanoic 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:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 2-<(tert-butoxycarbonyloxy)imino>-2-phenylacetonitrile

: 104241-22-7
(2S,3S,4S)-2-amino-3-hydroxy-4-methyl-5-benzyloxypentanoic acid

: 104241-23-8
(2S,3S,4S)-2-(tert-butoxycarbonyl)amino-3-hydroxy-4-methyl-5-benzyloxypentanoic acid methyl ester

Guidance literature:: With triethylamine; Multistep reaction; 1) dioxane/H₂O, RT, 4 h;
DOI:10.1021/ja00279a064

Reference yield:

: 81520-04-9
(2S,3S,4S)-5-(benzyloxy)-2,3-epoxy-4-methyl-1-pentanol

: 104241-23-8
(2S,3S,4S)-2-(tert-butoxycarbonyl)amino-3-hydroxy-4-methyl-5-benzyloxypentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / pyridinium dichromate / dimethylformamide / 45 h / Ambient temperature

2: 72 percent / 28percent aq. NH₃ / 120 h / Ambient temperature

3: NEt₃ / dioxane; H₂O / 4 h / Ambient temperature

4: diethyl ether

With ammonium hydroxide; dipyridinium dichromate; triethylamine; In 1,4-dioxane; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)87959-X

Reference yield:

: 104241-22-7
(2S,3S,4S)-2-amino-3-hydroxy-4-methyl-5-benzyloxypentanoic acid

: 104241-23-8
(2S,3S,4S)-2-(tert-butoxycarbonyl)amino-3-hydroxy-4-methyl-5-benzyloxypentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: NEt₃ / dioxane; H₂O / 4 h / Ambient temperature

2: diethyl ether

With triethylamine; In 1,4-dioxane; diethyl ether; water;
DOI:10.1016/S0040-4020(01)87959-X