(2R,3R,4S)-2-Benzyl-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid (S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl ester

Base Information

Chemical Name:(2R,3R,4S)-2-Benzyl-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid (S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl ester
CAS No.:215797-99-2
Molecular Formula:C₄₀H₅₅NO₈Si
Molecular Weight:705.964
Hs Code.:

(2R,3R,4S)-2-Benzyl-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid (S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl ester

Synonyms:(2R,3R,4S)-2-Benzyl-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid (S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl ester

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Chemical Property of (2R,3R,4S)-2-Benzyl-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid (S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl ester

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Technology Process of (2R,3R,4S)-2-Benzyl-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid (S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl ester

There total 6 articles about (2R,3R,4S)-2-Benzyl-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid (S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl 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: 56.0%

: 59524-02-6
N-tert-butoxycarbonyl-L-serine benzyl ester

: 215797-96-9
(2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-benzyloxypentanoic acid

: 215797-99-2
(2R,3R,4S)-2-Benzyl-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid (S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 21h;
DOI:10.1016/S0040-4020(98)00777-7

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 215797-99-2
(2R,3R,4S)-2-Benzyl-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid (S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / imidazole / dimethylformamide / 6 h / 25 °C

2: 56 percent / DMAP, EDCI*HCl / CH₂Cl₂ / 21 h / 25 °C

With 1H-imidazole; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00777-7

Reference yield:

: 96837-44-4
(R)-4-isopropyl-3-(3-phenylpropanoyl)oxazolidin-2-one

: 215797-99-2
(2R,3R,4S)-2-Benzyl-4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid (S)-2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

2: 100 percent / aq. H₂O₂, LiOH / tetrahydrofuran / 13 h / 25 °C

3: 89 percent / imidazole / dimethylformamide / 6 h / 25 °C

4: 56 percent / DMAP, EDCI*HCl / CH₂Cl₂ / 21 h / 25 °C

With 1H-imidazole; dmap; lithium hydroxide; dihydrogen peroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00777-7