(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl ester

Base Information

Chemical Name:(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl ester
CAS No.:178113-67-2
Molecular Formula:C₄₂H₇₁NO₉Si
Molecular Weight:762.113
Hs Code.:

(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl ester

Synonyms:(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl ester

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Chemical Property of (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl ester

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Technology Process of (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl ester

There total 16 articles about (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl 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: 78.0%

: 178113-56-9
L-2-hydroxy-3-methylbutanoic acid allyl ester

: 238753-90-7
(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

: 178113-67-2
(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl ester

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; at 20 ℃; for 6h;
DOI:10.1055/s-1999-2765

Reference yield:

: 178113-54-7
benzyl (2S,3R)-3-hydroxy-2-methyldecanoate

: 178113-67-2
(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / ethyl acetate / 2 h

2: 93 percent / H₂ / Pd(OH)2 / ethanol / 2 h

3: 78 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / 6 h / 20 °C

With dmap; 2,4,6-trichlorobenzoyl chloride; hydrogen; triethylamine; palladium dihydroxide; In ethanol; ethyl acetate; 1: Esterification / 2: Hydrogenolysis / 3: Esterification;
DOI:10.1055/s-1999-2765

Reference yield:

: 178113-66-1
(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoic acid

: 178113-67-2
(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / ethyl acetate / 2 h

2: 93 percent / H₂ / Pd(OH)2 / ethanol / 2 h

3: 78 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / 6 h / 20 °C

With dmap; 2,4,6-trichlorobenzoyl chloride; hydrogen; triethylamine; palladium dihydroxide; In ethanol; ethyl acetate; 1: Esterification / 2: Hydrogenolysis / 3: Esterification;
DOI:10.1055/s-1999-2765