Cyclopropanecarboxylic acid, 1-[[(phenylMethoxy)carbonyl]aMino]-, Methyl ester

Base Information

• Chemical Name: Cyclopropanecarboxylic acid, 1-[[(phenylMethoxy)carbonyl]aMino]-, Methyl ester
• CAS No.: 84677-05-4
• Molecular Formula: C13H15NO4
• Molecular Weight: 249.266
• Mol file: 84677-05-4.mol

Synonyms:Cyclopropanecarboxylic acid, 1-[[(phenylMethoxy)carbonyl]aMino]-, Methyl ester;1-[[(phenylmethoxy)carbonyl]amino]cyclopropanecarboxylic acid methyl ester;methyl 1-{[(benzyloxy)carbonyl]amino}cyclopropane-1-carboxylate

Chemical Property of Cyclopropanecarboxylic acid, 1-[[(phenylMethoxy)carbonyl]aMino]-, Methyl ester

Chemical Property:

• PSA: 64.63000
• LogP: 2.00930

Purity/Quality:

98%,99%, ^*data from raw suppliers

methyl1-{[(benzyloxy)carbonyl]amino}cyclopropane-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopropanecarboxylic acid, 1-[[(phenylMethoxy)carbonyl]aMino]-, Methyl ester

There total 8 articles about Cyclopropanecarboxylic acid, 1-[[(phenylMethoxy)carbonyl]aMino]-, Methyl ester 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: 94.0%

benzyl chloroformate (501-53-1,94274-21-2) + methyl 1-aminocyclopropane-1-carboxylate hydrochloride (72784-42-0) → methyl 1-(((benzyloxy)carbonyl)amino)cyclopropane-1-carboxylate (84677-05-4)

Guidance literature:

With water; sodium hydrogencarbonate; Ambient temperature;

DOI:10.1016/S0014-827X(98)00005-6

Reference yield: 84.0%

(2S)-2-benzyloxycarbonylamino-4-bromo-butyric acid methyl ester (15159-67-8) → methyl 1-(((benzyloxy)carbonyl)amino)cyclopropane-1-carboxylate (84677-05-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; -78 deg C -> room temp., 1 h then room temp., overnight;

DOI:10.1055/s-1987-27925

Reference yield: 76.0%

(2S)-2-benzyloxycarbonylamino-4-bromo-butyric acid methyl ester (15159-67-8) + benzyl bromide (100-39-0) → methyl 1-(((benzyloxy)carbonyl)amino)cyclopropane-1-carboxylate (84677-05-4)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.tet.2012.12.004

upstream raw materials:

(2S)-2-benzyloxycarbonylamino-4-bromo-butyric acid methyl ester

2-<(benzyloxycarbonyl)amino>-4-bromobutanoic acid methyl ester

benzyl chloroformate

methyl 1-aminocyclopropane-1-carboxylate hydrochloride

Downstream raw materials:

1-methylamino-cyclopropanecarboxylic acid methyl ester

Methyl 1-(N-benzyloxycarbonyl-N-methyl)aminocyclopropane-1-carboxylic acid

(benzyloxycarbonylamino)cyclopropanecarboxylic acid

Refernces

• 1、 Loughlin, Wendy A.,Schweiker, Stephanie S.,Jenkins, Ian D.,Henderson, Luke C.. "Synthesis and evaluation of C8-substituted 4.5-spiro lactams as Glycogen Phosphorylase a inhibitors". supporting information. p. 1576 - 1582. Retrieved 2013/03/29.
• 2、 Yamaguchi, Jun-Ichi,Ueki, Masaaki. "Facile new method for preparation of optically active protected proline". . p. 621 - 622. Retrieved 2007/10/03.