(1R,2R)-2-<(benzyloxycarbonyl)amino>-1-<(tertbutyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane

Base Information

Chemical Name:(1R,2R)-2-<(benzyloxycarbonyl)amino>-1-<(tertbutyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane
CAS No.:219676-48-9
Molecular Formula:C₃₁H₅₁NO₄Si₂
Molecular Weight:557.921
Hs Code.:

Synonyms:(1R,2R)-2-<(benzyloxycarbonyl)amino>-1-<(tertbutyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane

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Chemical Property of (1R,2R)-2-<(benzyloxycarbonyl)amino>-1-<(tertbutyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane

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Technology Process of (1R,2R)-2-<(benzyloxycarbonyl)amino>-1-<(tertbutyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane

There total 6 articles about (1R,2R)-2-<(benzyloxycarbonyl)amino>-1-<(tertbutyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane 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: 98.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 219676-47-8
(1R,2R)-2-<(benzyloxycarbonyl)amino>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropan-1-ol

: 219676-48-9
(1R,2R)-2-<(benzyloxycarbonyl)amino>-1-<(tertbutyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 40 ℃;
DOI:10.1002/(SICI)1522-2675(19981007)81:10<1803::AID-HLCA1803>3.0.CO;2-4

Reference yield:

: 93204-36-5
(R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoate

: 219676-48-9
(1R,2R)-2-<(benzyloxycarbonyl)amino>-1-<(tertbutyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / imidazole / dimethylformamide / 3 h

2: 93 percent / NaBH₄ / methanol

3: Dess-Martin periodination reagent / CH₂Cl₂ / 1 h

4: 44 percent / tetrahydrofuran; diethyl ether / -78 deg C, 15 min; RT, 5 h

5: 98 percent / imidazole / dimethylformamide / 40 °C

With 1H-imidazole; sodium tetrahydroborate; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1522-2675(19981007)81:10<1803::AID-HLCA1803>3.0.CO;2-4

Reference yield:

: 67373-56-2
chlorodimethyl(1,1,2-trimethylpropyl)silane

: 219676-48-9
(1R,2R)-2-<(benzyloxycarbonyl)amino>-1-<(tertbutyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / imidazole / dimethylformamide / 3 h

2: 93 percent / NaBH₄ / methanol

3: Dess-Martin periodination reagent / CH₂Cl₂ / 1 h

4: 44 percent / tetrahydrofuran; diethyl ether / -78 deg C, 15 min; RT, 5 h

5: 98 percent / imidazole / dimethylformamide / 40 °C

With 1H-imidazole; sodium tetrahydroborate; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1522-2675(19981007)81:10<1803::AID-HLCA1803>3.0.CO;2-4