(R)-2-(benzyloxycarbonylamino)-3-methyl-1,3-bis(trimethylsilyloxy)butane

Base Information

• Chemical Name: (R)-2-(benzyloxycarbonylamino)-3-methyl-1,3-bis(trimethylsilyloxy)butane
• CAS No.: 176650-29-6
• Molecular Formula: C₁₉H₃₅NO₄Si₂
• Molecular Weight: 397.662
• Mol file: 176650-29-6.mol

Synonyms:(R)-2-(benzyloxycarbonylamino)-3-methyl-1,3-bis(trimethylsilyloxy)butane

Chemical Property of (R)-2-(benzyloxycarbonylamino)-3-methyl-1,3-bis(trimethylsilyloxy)butane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(benzyloxycarbonylamino)-3-methyl-1,3-bis(trimethylsilyloxy)butane

There total 3 articles about (R)-2-(benzyloxycarbonylamino)-3-methyl-1,3-bis(trimethylsilyloxy)butane 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: 93.0%

chloro-trimethyl-silane (75-77-4) + (R)-2-(benzyloxycarbonylamino)-3-methyl-1,3-butanediol (176650-28-5) → (R)-2-(benzyloxycarbonylamino)-3-methyl-1,3-bis(trimethylsilyloxy)butane (176650-29-6)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; at 0 ℃; for 16h;

DOI:10.1002/1099-0690(200108)2001:16<3067::AID-EJOC3067>3.0.CO;2-0

Reference yield:

(R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoate (93204-36-5) → (R)-2-(benzyloxycarbonylamino)-3-methyl-1,3-bis(trimethylsilyloxy)butane (176650-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / magnesium / diethyl ether; tetrahydrofuran / 1.5 h / 20 °C

2: 93 percent / imidazole / tetrahydrofuran / 16 h / 0 °C

With 1H-imidazole; magnesium; In tetrahydrofuran; diethyl ether;

DOI:10.1002/1099-0690(200108)2001:16<3067::AID-EJOC3067>3.0.CO;2-0

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (R)-2-(benzyloxycarbonylamino)-3-methyl-1,3-bis(trimethylsilyloxy)butane (176650-29-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / aqueous sodium hydrogen carbonate / 4 h / 20 °C

2: 82 percent / 16 h / Heating

3: 79 percent / magnesium / diethyl ether; tetrahydrofuran / 1.5 h / 20 °C

4: 93 percent / imidazole / tetrahydrofuran / 16 h / 0 °C

With 1H-imidazole; sodium hydrogencarbonate; magnesium; In tetrahydrofuran; diethyl ether;

DOI:10.1002/1099-0690(200108)2001:16<3067::AID-EJOC3067>3.0.CO;2-0

upstream raw materials:

chloro-trimethyl-silane

(R)-2-(benzyloxycarbonylamino)-3-methyl-1,3-butanediol

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

benzyl chloroformate