Carbamicacid, [4-(methoxymethylamino)-4-oxobutyl]methyl-, phenylmethyl ester (9CI)

Base Information

• Chemical Name: Carbamicacid, [4-(methoxymethylamino)-4-oxobutyl]methyl-, phenylmethyl ester (9CI)
• CAS No.: 868618-71-7
• Molecular Formula: C15H22 N2 O4
• Molecular Weight: 294.351
• Mol file: 868618-71-7.mol

Synonyms:Carbamic acid,(5-oxononyl)-,phenylmethyl ester;benzyl {4-[methoxy(methyl)amino]-4-oxobutyl}methylcarbamate;benzyl [N-(5-oxononyl)amino]methanoate;

Chemical Property of Carbamicacid, [4-(methoxymethylamino)-4-oxobutyl]methyl-, phenylmethyl ester (9CI)

Chemical Property:

• PSA: 71.36000
• LogP: 2.59560

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamicacid, [4-(methoxymethylamino)-4-oxobutyl]methyl-, phenylmethyl ester (9CI)

There total 2 articles about Carbamicacid, [4-(methoxymethylamino)-4-oxobutyl]methyl-, phenylmethyl ester (9CI) 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: 90.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + 4-{[(benzyloxy)carbonyl](methyl)amino}butanoic acid (98008-66-3) → benzyl {4-[methoxy(methyl)amino]-4-oxobutyl}methylcarbamate (868618-71-7)

Guidance literature:

4-{[(benzyloxy)carbonyl](methyl)amino}butanoic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; for 1h;

N,O-dimethylhydroxylamine*hydrochloride; With triethylamine; In dichloromethane; for 16h;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → benzyl {4-[methoxy(methyl)amino]-4-oxobutyl}methylcarbamate (868618-71-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / water; toluene / 2 h

2.1: 1,1'-carbonyldiimidazole / dichloromethane / 1 h

2.2: 16 h

With 1,1'-carbonyldiimidazole; potassium hydroxide; In dichloromethane; water; toluene;

DOI:10.1021/op100251q

Reference yield: 95.0%

2-(2-Bromoethyl)-1,3-dioxane (33884-43-4) + benzyl {4-[methoxy(methyl)amino]-4-oxobutyl}methylcarbamate (868618-71-7) → benzyl [6-(1,3-dioxan-2-yl)-4-oxohexyl]methylcarbamate (868618-72-8)

Guidance literature:

2-(2-Bromoethyl)-1,3-dioxane; With iodine; magnesium; In tetrahydrofuran; at 65 ℃;

benzyl {4-[methoxy(methyl)amino]-4-oxobutyl}methylcarbamate; In tetrahydrofuran; at 4 - 65 ℃; for 2h;

DOI:10.1021/op100251q

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

4-{[(benzyloxy)carbonyl](methyl)amino}butanoic acid

benzyl chloroformate

Downstream raw materials:

benzyl [6-(1,3-dioxan-2-yl)-4-oxohexyl]methylcarbamate

(2R)-2-[2-(1,3-dioxan-2yl)ethyl]-1-methylpyrrolidine (2R,3R)-2,3-bis(benzyloxy)succinic acid