methyl (2S)-2-<(3-methyl-2-butenyl)(phenyloxycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

Base Information

Chemical Name:methyl (2S)-2-<(3-methyl-2-butenyl)(phenyloxycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate
CAS No.:158469-76-2
Molecular Formula:C₂₂H₃₅NO₅Si
Molecular Weight:421.609
Hs Code.:

Synonyms:methyl (2S)-2-<(3-methyl-2-butenyl)(phenyloxycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

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Chemical Property of methyl (2S)-2-<(3-methyl-2-butenyl)(phenyloxycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

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Technology Process of methyl (2S)-2-<(3-methyl-2-butenyl)(phenyloxycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

There total 4 articles about methyl (2S)-2-<(3-methyl-2-butenyl)(phenyloxycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate 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: 91.0%

: 1885-14-9
phenyl chloroformate

: 141277-30-7
methyl (2S)-2-<(3-methyl-2-butenyl)amino>-3-<(tert-butyldimethylsilyl)oxy> propionate

: 158469-76-2
methyl (2S)-2-<(3-methyl-2-butenyl)(phenyloxycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

Guidance literature:: With sodium hydrogencarbonate; In water; ethyl acetate; at 0 ℃; for 1h;
DOI:10.1016/S0040-4020(01)85516-2

Reference yield:

: 98642-61-6
(2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

: 158469-76-2
methyl (2S)-2-<(3-methyl-2-butenyl)(phenyloxycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

Guidance literature:: Multi-step reaction with 3 steps

1: benzene / 0.6 h / Ambient temperature

2: NaBH₄ / methanol / 0 deg C, 0.2 h, then without cooling, 2 h

3: 91 percent / sat. sodium bicarbonate / ethyl acetate; H₂O / 1 h / 0 °C

With sodium tetrahydroborate; sodium hydrogencarbonate; In methanol; water; ethyl acetate; benzene;
DOI:10.1016/S0040-4020(01)85516-2

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 158469-76-2
methyl (2S)-2-<(3-methyl-2-butenyl)(phenyloxycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine, dimethylaminopyridine / CH₂Cl₂ / 4 h / Ambient temperature

2: benzene / 0.6 h / Ambient temperature

3: NaBH₄ / methanol / 0 deg C, 0.2 h, then without cooling, 2 h

4: 91 percent / sat. sodium bicarbonate / ethyl acetate; H₂O / 1 h / 0 °C

With dmap; sodium tetrahydroborate; sodium hydrogencarbonate; triethylamine; In methanol; dichloromethane; water; ethyl acetate; benzene;
DOI:10.1016/S0040-4020(01)85516-2