prop-2-enyl N-benzyl-N-methylcarbamate

Base Information

• Chemical Name: prop-2-enyl N-benzyl-N-methylcarbamate
• CAS No.: 152507-72-7
• Molecular Formula: C₁₂H₁₅NO₂
• Molecular Weight: 205.257
• DSSTox Substance ID: DTXSID601237838
• Nikkaji Number: J1.231.422A
• Mol file: 152507-72-7.mol

Synonyms:152507-72-7;DTXSID601237838;2-Propen-1-yl N-methyl-N-(phenylmethyl)carbamate

Chemical Property of prop-2-enyl N-benzyl-N-methylcarbamate

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 210

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(CC1=CC=CC=C1)C(=O)OCC=C

Technology Process of prop-2-enyl N-benzyl-N-methylcarbamate

There total 2 articles about prop-2-enyl N-benzyl-N-methylcarbamate 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: 99.0%

benzyl-methyl-amine (103-67-3) + N-allyloxycarbonyl-N-(2,3,4,5,6-pentafluorophenyl)methanesulfonamide (300561-18-6) → prop-2-en-1-yl benzyl(methyl)carbamate (152507-72-7)

Guidance literature:

In tetrahydrofuran; at 23 ℃; for 24h;

DOI:10.1016/S0040-4020(00)00549-4

Reference yield: 50.0%

carbon dioxide (124-38-9,18923-20-1) + allyl alcohol (107-18-6) + benzyl-methyl-amine (103-67-3) → prop-2-en-1-yl benzyl(methyl)carbamate (152507-72-7)

Guidance literature:

carbon dioxide; allyl alcohol; benzyl-methyl-amine; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 0.75h; under 760.051 Torr;

With tributylphosphine; di-tert-butyl-diazodicarboxylate; In acetonitrile; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/ol100259j

Reference yield: 100.0%

prop-2-en-1-yl benzyl(methyl)carbamate (152507-72-7) → benzyl-methyl-amine (103-67-3)

Guidance literature:

With diethylamine; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine; In water; for 0.25h; Ambient temperature;

DOI:10.1016/S0040-4020(01)80771-7

upstream raw materials:

benzyl-methyl-amine

N-allyloxycarbonyl-N-(2,3,4,5,6-pentafluorophenyl)methanesulfonamide

carbon dioxide

allyl alcohol

Downstream raw materials:

benzyl-methyl-amine

N-allyl-N-α-methylbenzylamine

Refernces

• 1、 Kondo, Kazuhiro,Sekimoto, Erika,Nakao, Junko,Murakami, Yasuoki. "Studies on development of sufficiently chemoselective N-acylation reagents: N-Acyl-N-(2,3,4,5,6-pentafluorophenyl)methanesulfonamides". . p. 5843 - 5856. Retrieved 2007/10/03.