methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-4-hydroxybutanoate

Base Information

• Chemical Name: methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-4-hydroxybutanoate
• CAS No.: 224192-24-9
• Molecular Formula: C₁₅H₂₇NO₇
• Molecular Weight: 333.382
• Mol file: 224192-24-9.mol

Synonyms:methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-4-hydroxybutanoate

Chemical Property of methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-4-hydroxybutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-4-hydroxybutanoate

There total 1 articles about methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-4-hydroxybutanoate 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:

tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate (40856-59-5,132957-40-5) → methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-4-hydroxybutanoate (224192-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 94 percent / N,N-dimethylaminopyridine / acetonitrile / 15 h / 20 °C

2.1: aq. CsOH / methanol / 2 h / 20 °C

2.2: 79 percent / dimethylformamide / 18 h / 20 °C

With dmap; cesium hydroxide; In methanol; acetonitrile;

DOI:10.1002/chem.200501128

Reference yield: 91.0%

tert-butylchlorodiphenylsilane (58479-61-1) + methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-4-hydroxybutanoate (224192-24-9) → C31H45NO7Si (534602-90-9)

Guidance literature:

With triethylamine; at 20 ℃; for 8h;

DOI:10.1016/S0960-894X(02)01026-0

Reference yield: 88.0%

methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-4-hydroxybutanoate (224192-24-9) → tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate (40856-59-5,132957-40-5)

Guidance literature:

With montmorillonite K-10; In toluene; at 65 ℃; for 30h;

DOI:10.1002/ejoc.200700296

upstream raw materials:

tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

Downstream raw materials:

C₃₁H₄₅NO₇Si

(R)-2-[(tert-butoxycarbonyl)amino]butano-4-lactone

tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

(2S)-[bis(tert-butyloxycarbonyl)amino]-4-(tert-butyldiphenylsilanyloxy)-4-cyanobutyric acid methyl ester