methyl N-benzoylleucinate

Base Information

• Chemical Name: methyl N-benzoylleucinate
• CAS No.: 3005-60-5
• Molecular Formula: C14H19 N O3
• Molecular Weight: 249.31
• Mol file: 3005-60-5.mol

Synonyms:Leucine,N-benzoyl-, methyl ester (6CI,7CI); Leucine, N-benzoyl-, methyl ester, L-(8CI); Benzoyl-L-leucine methyl ester; Benzoylleucine methyl ester;N-Benzoyl-L-leucine methyl ester; N-Benzoylleucine methyl ester; NSC 164654

Chemical Property of methyl N-benzoylleucinate

Chemical Property:

• Vapor Pressure: 6.33E-07mmHg at 25°C
• Boiling Point: 409.8°C at 760 mmHg
• Flash Point: 201.6°C
• Density: 1.069g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl N-benzoylleucinate

There total 21 articles about methyl N-benzoylleucinate 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%

methyl (L)-leucinate hydrochloride (7517-19-3) + benzoyl chloride (98-88-4) → N-benzoyl-L-leucine methyl ester (3005-60-5)

Guidance literature:

With potassium carbonate; In chloroform; for 3h; Heating;

DOI:10.1002/jhet.5570410109

Reference yield: 98.0%

(S)-Leu-OMe (2666-93-5) + benzaldehyde (100-52-7) → N-benzoyl-L-leucine methyl ester (3005-60-5)

Guidance literature:

With tert.-butylhydroperoxide; In 1,4-dioxane; at 60 ℃; for 8h; Inert atmosphere;

DOI:10.1002/cctc.202001041

Reference yield: 96.0%

methanol (67-56-1) + 4-isobutyl-2-phenyloxazol-5(4H)-one (25163-98-8,27460-46-4,35253-83-9) → N-benzoyl-L-leucine methyl ester (3005-60-5)

Guidance literature:

With Candida antarctica lipase B; In acetonitrile; at 37 ℃;

DOI:10.1016/S0957-4166(00)00108-7

upstream raw materials:

diazomethane

N-benzoyl-L-leucine

(S)-Leu-OMe

benzoyl chloride

Downstream raw materials:

(S)-4-methyl-[(phenylmethyl)amino]pentan-1-ol

(S)-methyl-4-methyl-2-[2-(4-nitrobenzamido)benzamido]pentanoate

(S)-methyl 4-methyl-2-{2-[4-(trifluoromethyl)phenylamino]benzamido}pentanoate

(S)-Leu-OMe

Refernces

• 1、 Gontijo, Talita B.,Lima, Patrícia S.,Icimoto, Marcelo Y.,Neves, Raquel Le?o,de Alvarenga, érika C.,Carmona, Adriana K.,de Castro, Alexandre A.,Ramalho, Teodorico C.,da Silva Júnior, Eufranio N.,de Freitas, Rossimiriam P.. "Cathepsin K inhibitors based on 2-amino-1,3,4-oxadiazole derivatives". . . Retrieved 2021/02/26.
• 2、 Sattenapally, Narsimha,Sharma, Jhanvi,Hou, Yuqing. "Selective conversion of primary amides to esters promoted by KHSO4". . p. 174 - 183. Retrieved 2018/09/10.