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

Base Information

• Chemical Name: (1R,2R)-2-<(benzyloxycarbonyl)(methyl)amino>-1-<(tert-butyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane
• CAS No.: 219676-50-3
• Molecular Formula: C₃₂H₅₃NO₄Si₂
• Molecular Weight: 571.948
• Mol file: 219676-50-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about (1R,2R)-2-<(benzyloxycarbonyl)(methyl)amino>-1-<(tert-butyl)(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: 79.0%

(1R,2R)-2-<(benzyloxycarbonyl)amino>-1-<(tertbutyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane (219676-48-9) + methyl iodide (74-88-4) → (1R,2R)-2-<(benzyloxycarbonyl)(methyl)amino>-1-<(tert-butyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane (219676-50-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1002/(SICI)1522-2675(19981007)81:10<1803::AID-HLCA1803>3.0.CO;2-4

Reference yield:

(R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoate (93204-36-5) → (1R,2R)-2-<(benzyloxycarbonyl)(methyl)amino>-1-<(tert-butyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane (219676-50-3)

Guidance literature:

Multi-step reaction with 6 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

6: 79 percent / NaH / tetrahydrofuran

With 1H-imidazole; sodium tetrahydroborate; sodium hydride; 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:

chlorodimethyl(1,1,2-trimethylpropyl)silane (67373-56-2) → (1R,2R)-2-<(benzyloxycarbonyl)(methyl)amino>-1-<(tert-butyl)(dimethyl)silyloxy>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropane (219676-50-3)

Guidance literature:

Multi-step reaction with 6 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

6: 79 percent / NaH / tetrahydrofuran

With 1H-imidazole; sodium tetrahydroborate; sodium hydride; 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

upstream raw materials:

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

methyl iodide

(R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoate

chlorodimethyl(1,1,2-trimethylpropyl)silane

Downstream raw materials:

(2R,3R)-1-(benzyloxycarbonyl)-2-<(dimethyl)(1,1,2-trimethylpropyl)silyloxymethyl>-3-phenylazetidin-3-ol

(2R,3R)-1-(benzyloxycarbonyl)-2-<(dimethyl)(1,1,2-trimethylpropyl)silyloxymethyl>-3-methoxy-3-phenylazetidin-3-ol

(2R)-2-<(benzyloxycarbonyl)(methyl)amino>-3-<(dimethyl)(1,1,2-trimethylpropyl)silyloxy>-1-phenylpropan-1-one

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