Carbamic acid, (1-phenylethyl)-, methyl ester, (S)-

Base Information

• Chemical Name: Carbamic acid, (1-phenylethyl)-, methyl ester, (S)-
• CAS No.: 14185-42-3
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Mol file: 14185-42-3.mol

Synonyms:

Chemical Property of Carbamic acid, (1-phenylethyl)-, methyl ester, (S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, (1-phenylethyl)-, methyl ester, (S)-

There total 16 articles about Carbamic acid, (1-phenylethyl)-, methyl ester, (S)- 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: 98.0%

methanol (67-56-1) + (S)-N-α-methylbenzyl carbonimidodithioic acid dimethyl ester (148342-49-8) → (S)-methyl (1-phenylethyl)carbamate (14185-42-3)

Guidance literature:

With zinc(II) chloride; at 60 - 80 ℃; for 12h;

Reference yield: 94.0%

(R)-1-phenyl-ethyl-amine (3886-69-9) + methyl chloroformate (79-22-1) → (R)-methyl (1-phenylethyl)carbamate (14185-42-3,76926-67-5,94471-28-0)

Guidance literature:

With sodium carbonate; In acetone; for 2h;

DOI:10.1016/S0957-4166(00)80207-4

Reference yield: 81.0%

methanol (67-56-1) + (S)-(-)-α-benzyl 1-phenylethylcarbamate (147253-97-2) → (S)-methyl (1-phenylethyl)carbamate (14185-42-3)

Guidance literature:

(S)-(-)-α-benzyl 1-phenylethylcarbamate; With 2-chloropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

methanol; In dichloromethane; at 20 ℃; for 1h; enantioselective reaction; Inert atmosphere;

DOI:10.1039/c6ob01290f

upstream raw materials:

N-(1-Phenylethyl)-cis-(4R,5S)-diphenyl-2-oxazolidone-3-carboxamide

N-(1-Phenylethyl)-cis-(4S,5R)-diphenyl-2-oxazolidone-3-carboxamide

(S)-1-phenyl-ethylamine

methyl chloroformate

Downstream raw materials:

(3S,1'S)-N-methyl-N-(1'-phenylethyl)-1,3-dimethyl-5-methoxyoxindol-3-ilacetamide

(S)-N-methyl-N-(1-phenylethyl)chloroacetamide

(2-Bromo-allyl)-methyl-((S)-1-phenyl-ethyl)-amine

N-methyl-N-[(S)-1-phenylethyl]amine

Refernces

• 1、 Kim, Hee-Kwon,Lee, Anna. "Facile one-pot synthesis of unsymmetrical ureas, carbamates, and thiocarbamates from Cbz-protected amines". supporting information. p. 7345 - 7353. Retrieved 2016/08/05.
• 2、 Lee, Sang Hwi,Kim, In Su,Li, Qing Ri,Dong, Guang Ri,Jeong, Lak Shin,Jung, Young Hoon. "Stereoselective amination of chiral benzylic ethers using chlorosulfonyl isocyanate: Total synthesis of (+)-Sertraline". experimental part. p. 10011 - 10019. Retrieved 2012/02/05.