Carbamic acid, [(1S,2S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-hydroxy-1-phenylprop yl]-, 1,1-dimethylethyl ester

Base Information

Chemical Name:Carbamic acid, [(1S,2S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-hydroxy-1-phenylprop yl]-, 1,1-dimethylethyl ester
CAS No.:165683-83-0
Molecular Formula:C20H35NO4Si
Molecular Weight:381.588
Hs Code.:
Mol file:165683-83-0.mol

Synonyms:

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Chemical Property of Carbamic acid, [(1S,2S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-hydroxy-1-phenylprop yl]-, 1,1-dimethylethyl ester

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Technology Process of Carbamic acid, [(1S,2S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-hydroxy-1-phenylprop yl]-, 1,1-dimethylethyl ester

There total 6 articles about Carbamic acid, [(1S,2S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-hydroxy-1-phenylprop yl]-, 1,1-dimethylethyl 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: 96.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 165683-81-8
(2S,3S)-3-((tert-butoxycarbonyl)amino)-3-phenyl-1,2-propanediol

: 165683-83-0
(2S,3S)-3-tert-butoxycarbonylamino-1-tert-butyldimethylsilyloxy-3-phenyl-2-propanol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1016/S0040-4020(99)00880-7

Reference yield:

: 100-58-3
phenylmagnesium bromide

: 165683-83-0
(2S,3S)-3-tert-butoxycarbonylamino-1-tert-butyldimethylsilyloxy-3-phenyl-2-propanol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Et₂AlCl / 1.) Et₂O, room temp., 15 min, 2.) Et₂O, -60 deg C, 6 h

2: 1.) H₂ / 1.) Pd(OH)2/C / 1.) MeOH, 70 psi, 3 d, 2.) 1,4-dioxane, room temp., 16 h

3: 100 percent / p-toluensulfonic acid monohydrate / methanol / 4 h / Heating

4: 92 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 14 h / Ambient temperature

With 1H-imidazole; dmap; hydrogen; diethylaluminium chloride; toluene-4-sulfonic acid; palladium dihydroxide; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00741-8

Reference yield:

: 192764-07-1
N-Benzyl-N-[(S)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine

: 165683-83-0
(2S,3S)-3-tert-butoxycarbonylamino-1-tert-butyldimethylsilyloxy-3-phenyl-2-propanol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) H₂ / 1.) Pd(OH)2/C / 1.) MeOH, 70 psi, 3 d, 2.) 1,4-dioxane, room temp., 16 h

2: 100 percent / p-toluensulfonic acid monohydrate / methanol / 4 h / Heating

3: 92 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 14 h / Ambient temperature

With 1H-imidazole; dmap; hydrogen; toluene-4-sulfonic acid; palladium dihydroxide; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00741-8