(R)-benzyl 3-hydroxy-1-(methoxy(methyl)amino)-1-oxopropane-2-ylcarbamate

Base Information

• Chemical Name: (R)-benzyl 3-hydroxy-1-(methoxy(methyl)amino)-1-oxopropane-2-ylcarbamate
• CAS No.: 1092473-80-7
• Molecular Formula: C₁₃H₁₈N₂O₅
• Molecular Weight: 282.296
• Mol file: 1092473-80-7.mol

Synonyms:(R)-benzyl 3-hydroxy-1-(methoxy(methyl)amino)-1-oxopropane-2-ylcarbamate

Chemical Property of (R)-benzyl 3-hydroxy-1-(methoxy(methyl)amino)-1-oxopropane-2-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-benzyl 3-hydroxy-1-(methoxy(methyl)amino)-1-oxopropane-2-ylcarbamate

There total 3 articles about (R)-benzyl 3-hydroxy-1-(methoxy(methyl)amino)-1-oxopropane-2-ylcarbamate 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:

N-(benzyloxycarbonyl)-D-serine (6081-61-4) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → (R)-benzyl 3-hydroxy-1-(methoxy(methyl)amino)-1-oxopropane-2-ylcarbamate (1092473-80-7)

Guidance literature:

With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at -15 - -5 ℃;

Reference yield:

N-(benzyloxycarbonyl)-D-serine (6081-61-4) + N,0-dimethylhydroxylamine (1117-97-1) → (R)-benzyl 3-hydroxy-1-(methoxy(methyl)amino)-1-oxopropane-2-ylcarbamate (1092473-80-7)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (R)-benzyl 3-hydroxy-1-(methoxy(methyl)amino)-1-oxopropane-2-ylcarbamate (1092473-80-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; tetrahydrofuran / 3 h / 25 °C

2: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1.5 h / 0 - 25 °C / Inert atmosphere

With 4-methyl-morpholine; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water;

DOI:10.1039/c3md00033h

upstream raw materials:

N-(benzyloxycarbonyl)-D-serine

N,O-dimethylhydroxylamine*hydrochloride

N,0-dimethylhydroxylamine

benzyl chloroformate

Downstream raw materials:

(R)-benzyl-4-(methoxy(methyl)carbamoyl)-2,2-dimethyloxazolidine-3-carboxylate

benzyl (1R,2R)-1-hydroxy-1-(4-methoxyphenyl)-3-(pyrrolidin-1-yl)propan-2-yl-carbamate

benzyl (1R,2R)-1,3-dihydroxy-1-(4-methoxyphenyl)propane-2-ylcarbamate

(R)-benzyl 4-((R)-hydroxy(4-methoxyphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate