(2R,3S)-2-Amino-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionic acid tert-butyl ester

Base Information

Chemical Name:(2R,3S)-2-Amino-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionic acid tert-butyl ester
CAS No.:135981-04-3
Molecular Formula:C₁₉H₃₃NO₃Si
Molecular Weight:351.561
Hs Code.:

Synonyms:(2R,3S)-2-Amino-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionic acid tert-butyl ester

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Chemical Property of (2R,3S)-2-Amino-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionic acid tert-butyl ester

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Technology Process of (2R,3S)-2-Amino-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionic acid tert-butyl ester

There total 6 articles about (2R,3S)-2-Amino-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionic acid tert-butyl 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:

: 135981-03-2
(2R,3S)-2-Azido-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionic acid tert-butyl ester

: 135981-04-3
(2R,3S)-2-Amino-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 20 ℃; for 36h; under 760 Torr;
DOI:10.1016/0040-4039(91)80631-F

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 135981-04-3
(2R,3S)-2-Amino-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1) a) chiral bromoborane 6, b) triethylamine / 1) a) toluene, hexane, -78 deg C, 1 min, b) 2 h, 2) -78 deg C, 2 h

2: 81 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 0 °C

3: 89 percent / sodium azide / dimethylformamide / 20 h / 70 °C

4: H₂ / Pd-C / tetrahydrofuran / 36 h / 20 °C / 760 Torr

With 2,6-dimethylpyridine; sodium azide; chiral bromoborane 6; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(91)80631-F

Reference yield:

: 104410-90-4
tert-butyldimethylsilyl trifluoroacetate

: 135981-04-3
(2R,3S)-2-Amino-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 0 °C

2: 89 percent / sodium azide / dimethylformamide / 20 h / 70 °C

3: H₂ / Pd-C / tetrahydrofuran / 36 h / 20 °C / 760 Torr

With 2,6-dimethylpyridine; sodium azide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(91)80631-F