BZ-Ala-ome

Base Information

• Chemical Name: BZ-Ala-ome
• CAS No.: 7244-67-9
• Molecular Formula: C11H13 N O3
• Molecular Weight: 207.229
• European Community (EC) Number: 230-649-7
• Nikkaji Number: J127.962I
• ChEMBL ID: CHEMBL3278800
• Mol file: 7244-67-9.mol

Synonyms:N-benzoylalanine methyl ester;N-benzoylalanine methyl ester, (D)-isomer

Chemical Property of BZ-Ala-ome

Chemical Property:

• Vapor Pressure: 4.43E-06mmHg at 25°C
• Melting Point: 61oC
• Refractive Index: 1.5100 (estimate)
• Boiling Point: 383.3°Cat760mmHg
• Flash Point: 185.6°C
• PSA: 55.40000
• Density: 1.131g/cm³
• LogP: 1.36880
• Storage Temp.: −20°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

98.5% ^*data from raw suppliers

BZ-ALA-OMe ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OC)NC(=O)C1=CC=CC=C1
• Isomeric SMILES: C[C@@H](C(=O)OC)NC(=O)C1=CC=CC=C1

Technology Process of BZ-Ala-ome

There total 66 articles about BZ-Ala-ome 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: 93.0%

rac-Ala-OMe (7625-53-8,10065-72-2,21705-13-5) + 6-methyl-2,4-pyrimidine-diyl dibenzoate (155632-06-7) → 6-Methyluracil (626-48-2) + methyl N-benzoylalaninate (7244-67-9,38767-73-6)

Guidance literature:

dmap; In dichloromethane; for 0.5h; Heating;

DOI:10.1016/S0040-4020(01)87037-X

Reference yield: 89.0%

methanol (67-56-1) + DL-N-benzoylalaninamide (24250-70-2) → methyl N-benzoylalaninate (7244-67-9,38767-73-6)

Guidance literature:

With Amberlyst 15; at 60 ℃; for 24h;

DOI:10.1021/jo00339a019

Reference yield: 88.0%

2-Benzoylamino-2-methyl-3-nitrooxy-propionic acid methyl ester (191725-30-1) → methyl N-benzoylalaninate (7244-67-9,38767-73-6)

Guidance literature:

With ethylbenzene; tri-n-butyl-tin hydride; In benzene-d6; at 40 ℃; for 2h; Irradiation;

upstream raw materials:

methanol

N-Benzoylalanyl chloride

N-Benzoylalanine

DL-N-benzoylalaninamide

Downstream raw materials:

(3R*,4S*)-1-(p-anisyl)-4--3-(benzylamino)-3-methyl-2-azetidinone

(3R*,4R*)-1-(p-anisyl)-4--3-(benzylamino)-3-methyl-2-azetidinone

methyl 2-benzamido-3-chloro-propanoate

D-N-benzoylalanine

Refernces

• 1、 Cheng, Xionglve,Jiang, Gangzhong,Li, Xingxing,Tao, Suyan,Wan, Xiaobing,Zhao, Yanwei,Zheng, Yonggao. "Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite". supporting information. p. 2713 - 2718. Retrieved 2021/06/25.
• 2、 Mevan Dissanayake,Melville, Alex D.,Vannucci, Aaron K.. "Electrochemical anion pool synthesis of amides with concurrent benzyl ester synthesis". supporting information. p. 3165 - 3171. Retrieved 2019/06/18.