Benzyl methyl(2-oxoethyl)carbamate

Base Information

• Chemical Name: Benzyl methyl(2-oxoethyl)carbamate
• CAS No.: 107201-33-2
• Molecular Formula: C11H13NO3
• Molecular Weight: 207.229
• European Community (EC) Number: 874-602-4
• DSSTox Substance ID: DTXSID20475776
• Nikkaji Number: J1.506.860D
• Wikidata: Q82306552
• Mol file: 107201-33-2.mol

Synonyms:107201-33-2;Benzyl N-methyl-N-(2-oxoethyl)carbamate;benzyl methyl(2-oxoethyl)carbamate;N-benzyloxycarbonyl-N-methylaminoacetaldehyde;SCHEMBL40190;benzylmethyl(2-oxoethyl)carbamate;DTXSID20475776;ULSOLOBYKJRHGB-UHFFFAOYSA-N;AB8172;MFCD14635609;AKOS027253464;phenylmethyl methyl(2-oxoethyl)carbamate;AS-44877;2-(N-Benzyloxycarbonyl-N-methylamino)ethanal;FT-0706795;methyl-(2-oxoethyl)carbamic acid benzyl ester;2-(N-benzyloxycarbonyl-N-methylamino)acetaldehyde;A1-17962

Chemical Property of Benzyl methyl(2-oxoethyl)carbamate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 212

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(CC=O)C(=O)OCC1=CC=CC=C1

Technology Process of Benzyl methyl(2-oxoethyl)carbamate

There total 6 articles about Benzyl methyl(2-oxoethyl)carbamate 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: 100.0%

benzyl (2-hydroxyethyl)methylcarbamate (67580-96-5) → N-<(benzyloxy)carbonyl>-N-methylaminoacetaldehyde (107201-33-2)

Guidance literature:

With hydrogenchloride; 3-methyl-N-(3-methylbutyl)-1-butanamine; sulfur trioxide pyridine complex; In dichloromethane; dimethyl sulfoxide; at -110 - -10 ℃; for 1.25h;

Reference yield:

N-(Benzyloxycarbonyl)sarcosine (39608-31-6) → N-<(benzyloxy)carbonyl>-N-methylaminoacetaldehyde (107201-33-2)

Guidance literature:

N-(Benzyloxycarbonyl)sarcosine; With camphor-10-sulfonic acid; for 15h; Heating;

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 2h;

DOI:10.1002/1521-3773(20010302)40:5<903::AID-ANIE903>3.0.CO;2-7

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-<(benzyloxy)carbonyl>-N-methylaminoacetaldehyde (107201-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaOH / 15 h / 20 °C

2.1: ROH; camphor sulfonic acid / 15 h / Heating

2.2: DIBAL-H / hexane; CH₂Cl₂ / 2 h / -78 °C

With sodium hydroxide; camphor-10-sulfonic acid;

DOI:10.1002/1521-3773(20010302)40:5<903::AID-ANIE903>3.0.CO;2-7

upstream raw materials:

N-(Benzyloxycarbonyl)sarcosine

benzyl chloroformate

benzyl (2-hydroxyethyl)methylcarbamate

(2,2-Dimethoxyethyl)methylcarbamic Acid Benzyl Ester

Downstream raw materials:

biphenyl-2-ylcarbamic acid 1-[2-((benzyloxycarbonyl)-N-methylamino)ethyl]piperidin-4-yl ester

Refernces

• 1、 -. "SULFONYLUREA DERIVATIVES AND USES THEREOF". . . Retrieved 2020/12/30.
• 2、 -. "HIV INTEGRASE INHIBITORS". . . Retrieved 2015/09/22.