Methyl 2-benzamido-3-chloropropanoate

Base Information

• Chemical Name: Methyl 2-benzamido-3-chloropropanoate
• CAS No.: 33646-32-1
• Molecular Formula: C11H12ClNO3
• Molecular Weight: 241.674
• NSC Number: 151748
• DSSTox Substance ID: DTXSID20302518
• Mol file: 33646-32-1.mol

Synonyms:methyl 2-benzamido-3-chloropropanoate;33646-32-1;methyl n-benzoyl-3-chloroalaninate;NSC151748;SCHEMBL14535743;DTXSID20302518;methyl2-benzamido-3-chloropropanoate;MFCD07364173;STL227767;AKOS000268557;AKOS016039380;NSC 151748;NSC-151748;AS-63382;methyl 3-chloro-N-(phenylcarbonyl)alaninate;CS-0332829;W16132;METHYL 3-CHLORO-2-(PHENYLFORMAMIDO)PROPANOATE

Chemical Property of Methyl 2-benzamido-3-chloropropanoate

Chemical Property:

• Vapor Pressure: 1.61E-07mmHg at 25°C
• Boiling Point: 427.6°Cat760mmHg
• Flash Point: 212.4°C
• Density: 1.242g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 241.0505709
• Heavy Atom Count: 16
• Complexity: 252

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(CCl)NC(=O)C1=CC=CC=C1

Technology Process of Methyl 2-benzamido-3-chloropropanoate

There total 7 articles about Methyl 2-benzamido-3-chloropropanoate 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: 83.0%

serin (302-84-1,83245-15-2) → methyl 2-benzamido-3-chloro-propanoate (33646-32-1)

Guidance literature:

DOI:10.1016/0040-4039(80)80078-5

Reference yield: 36.0%

methyl N-benzoylalaninate (7244-67-9,38767-73-6) → methyl 2-benzamido-3-chloro-propanoate (33646-32-1)

Guidance literature:

With sulfuryl dichloride; dibenzoyl peroxide; In benzene; for 1h; Product distribution; Heating; reactions with var. reagents between var. conditions; with deuteriated analogue too;

Reference yield:

3-chloro-DL-alanine methyl ester (56410-68-5) + benzoyl chloride (98-88-4) → methyl 2-benzamido-3-chloro-propanoate (33646-32-1)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; at 0 - 20 ℃; for 5h; Yield given;

DOI:10.1016/S0960-894X(98)00560-5

upstream raw materials:

serin

methyl N-benzoylalaninate

3-chloro-DL-alanine methyl ester

benzoyl chloride

Downstream raw materials:

methyl N-allyl-2-benzamidopropenoate

methyl 2-benzoyl-4-fluoro-2-azabicyclo[2.1.1]hexane-1-carboxylate

methyl 2-[benzoyl(2-fluoroprop-2-enyl)amino]acrylate

methyl N-benzoyl-1-azabictclo<2.3.1>hexane-5-carboxylate

Refernces

• 1、 Esslinger, C. Sean,Koch, Hans P.,Kavanaugh, Michael P.,Philips, Dean P.,Chamberlin, A. Richard,Thompson, Charles M.,Bridges, Richard J.. "Structural determinants of substrates and inhibitors: Probing glutamate transporters with 2,4-methanopyrrolidine-2,4-dicarboxylate". . p. 3101 - 3106. Retrieved 2007/10/03.
• 2、 Hughes, Philip,Martin, Michael,Clardy, Jon. "SYNTHESIS OF 2,4-METHANOPROLINE". . p. 4579 - 4580. Retrieved 2007/10/02.