(2S,3S)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1,3]dithiolan-2-yl-propionic acid ethyl ester

Base Information

Chemical Name:(2S,3S)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1,3]dithiolan-2-yl-propionic acid ethyl ester
CAS No.:119588-81-7
Molecular Formula:C₂₂H₃₅NO₅S₂Si
Molecular Weight:485.741
Hs Code.:

Synonyms:(2S,3S)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1,3]dithiolan-2-yl-propionic acid ethyl ester

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Chemical Property of (2S,3S)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1,3]dithiolan-2-yl-propionic acid ethyl ester

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Technology Process of (2S,3S)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1,3]dithiolan-2-yl-propionic acid ethyl ester

There total 4 articles about (2S,3S)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1,3]dithiolan-2-yl-propionic acid 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: 80.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 119588-80-6
(2S,3S)-2-Benzyloxycarbonylamino-3-[1,3]dithiolan-2-yl-3-hydroxy-propionic acid ethyl ester

: 119588-81-7
(2S,3S)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1,3]dithiolan-2-yl-propionic acid ethyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4020(01)86061-0

Reference yield:

: 31139-36-3
dibenzyl dicarbonate

: 119588-81-7
(2S,3S)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1,3]dithiolan-2-yl-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) 1N NaOH; 2.) HCl / 1.) r.t., 2 h, dioxane; 2.) 0 degC

2: methanol; diethyl ether

3: 70 percent / boron trifluoride etherate / CH₂Cl₂ / 40 h / Ambient temperature

4: 80 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; hydrogenchloride; sodium hydroxide; boron trifluoride diethyl etherate; In methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(01)86061-0

Reference yield:

: (2S,3S)-2-Benzyloxycarbonylamino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid; hydrochloride

: 119588-81-7
(2S,3S)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1,3]dithiolan-2-yl-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: methanol; diethyl ether

2: 70 percent / boron trifluoride etherate / CH₂Cl₂ / 40 h / Ambient temperature

3: 80 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; boron trifluoride diethyl etherate; In methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(01)86061-0