Carbamic acid, [(1R,2Z)-1-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-[oxido(phenyl methyl)imino]ethyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1R,2Z)-1-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-[oxido(phenyl methyl)imino]ethyl]-, 1,1-dimethylethyl ester
• CAS No.: 158723-49-0
• Molecular Formula: C₃₁H₄₀N₂O₄Si
• Molecular Weight: 532.755
• Mol file: 158723-49-0.mol

Synonyms:

Chemical Property of Carbamic acid, [(1R,2Z)-1-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-[oxido(phenyl methyl)imino]ethyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1R,2Z)-1-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-[oxido(phenyl methyl)imino]ethyl]-, 1,1-dimethylethyl ester

There total 4 articles about Carbamic acid, [(1R,2Z)-1-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-[oxido(phenyl methyl)imino]ethyl]-, 1,1-dimethylethyl 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: 82.0%

N-benzyl hydroxylalmine (622-30-0) + [(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-formyl-ethyl]-carbamic acid tert-butyl ester (154456-41-4) → (Z)-N-[(2R)-2-(tert-butoxycarbonylamino)-3-(tertbutyldiphenylsilyloxy)-propylidene]benzylamine N-oxide (158723-49-0,188965-46-0)

Guidance literature:

With magnesium sulfate; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1039/c39940001731

Reference yield:

N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0) → (Z)-N-[(2R)-2-(tert-butoxycarbonylamino)-3-(tertbutyldiphenylsilyloxy)-propylidene]benzylamine N-oxide (158723-49-0,188965-46-0)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP, NEt₃ / dimethylformamide / 12 h / Ambient temperature

2: DIBAH / toluene / 3 h / -78 °C

3: 82 percent / MgSO₄ / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; diisobutylaluminium hydride; magnesium sulfate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1039/c39940001731

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (Z)-N-[(2R)-2-(tert-butoxycarbonylamino)-3-(tertbutyldiphenylsilyloxy)-propylidene]benzylamine N-oxide (158723-49-0,188965-46-0)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP, NEt₃ / dimethylformamide / 12 h / Ambient temperature

2: DIBAH / toluene / 3 h / -78 °C

3: 82 percent / MgSO₄ / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; diisobutylaluminium hydride; magnesium sulfate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1039/c39940001731

upstream raw materials:

N-benzyl hydroxylalmine

[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-formyl-ethyl]-carbamic acid tert-butyl ester

N-tert-butyloxycarbonyl-L-serine methyl ester

tert-butylchlorodiphenylsilane

Downstream raw materials:

[(1R,2S)-2-(Benzyl-hydroxy-amino)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-thiazol-2-yl-ethyl]-carbamic acid tert-butyl ester

[(1R,2R)-2-(Benzyl-hydroxy-amino)-1-(tert-butyl-diphenyl-silanyloxymethyl)-propyl]-carbamic acid tert-butyl ester

[(1R,2R)-2-(Benzyl-hydroxy-amino)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenyl-propyl]-carbamic acid tert-butyl ester

[(1R,2R)-2-(Benzyl-hydroxy-amino)-1-(tert-butyl-diphenyl-silanyloxymethyl)-4-trimethylsilanyl-but-3-ynyl]-carbamic acid tert-butyl ester