(S)-2-(2,4-Dichlorophenoxy)propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-(2,4-Dichlorophenoxy)propionic acid methyl ester
• CAS No.: 122674-95-7
• Molecular Formula: C10H10Cl2O3
• Molecular Weight: 249.094
• DSSTox Substance ID: DTXSID301034556
• Nikkaji Number: J365.246G
• Mol file: 122674-95-7.mol

Synonyms:122674-95-7;DTXSID301034556;(S)-(-)-Methyl 2-(2,4-dichlorophenoxy)propionate;(S)-2-(2,4-Dichlorophenoxy)propionic acid methyl ester;Propanoic acid, 2-(2,4-dichlorophenoxy)-, methyl ester, (2S)-

Chemical Property of (S)-2-(2,4-Dichlorophenoxy)propionic acid methyl ester

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 248.0006996
• Heavy Atom Count: 15
• Complexity: 223

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OC)OC1=C(C=C(C=C1)Cl)Cl
• Isomeric SMILES: C[C@@H](C(=O)OC)OC1=C(C=C(C=C1)Cl)Cl

Technology Process of (S)-2-(2,4-Dichlorophenoxy)propionic acid methyl ester

There total 4 articles about (S)-2-(2,4-Dichlorophenoxy)propionic acid 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: 95.0%

(R)-Methyl lactate (17392-83-5,2155-30-8) + 2,4-dichlorophenol (120-83-2,40477-79-0) → (S)-(-)-Methyl 2-(2,4-dichlorophenoxy)propionate (122674-95-7)

Guidance literature:

(R)-Methyl lactate; 2,4-dichlorophenol; With triphenylphosphine; In dichloromethane; at 0 ℃; for 0.166667h;

With diethylazodicarboxylate; In dichloromethane; at 0 - 20 ℃;

DOI:10.1371/journal.pone.0213552

Reference yield:

2-(2,4-dichlorophenoxy)propanoic acid methyl ester (23844-57-7) → (R)-dichlorprop (120-36-5,7547-66-2,15165-69-2,15165-67-0) + (S)-(-)-Methyl 2-(2,4-dichlorophenoxy)propionate (122674-95-7)

Guidance literature:

With phosphate buffer; C_. cylindracea lipase; dextromethorphan; at 24 ℃; for 42h; Product distribution; Rate constant; Kinetics; enantioselective hydrolysis, enantioselective inhibition, other amines, other times;

DOI:10.1021/ja00199a053

Reference yield:

2-(2,4-dichlorophenoxy)propanoic acid methyl ester (23844-57-7) → (R)-dichlorprop (120-36-5,7547-66-2,15165-69-2,15165-67-0) + S-dichloprop (15165-67-0) + (R)-(+)-Methyl 2-(2,4-dichlorophenoxy)propionate (122674-96-8) + (S)-(-)-Methyl 2-(2,4-dichlorophenoxy)propionate (122674-95-7)

Guidance literature:

With phosphate buffer; α-chymotrypsin; In water; at 20 ℃; for 50h; Product distribution; hydrolyses catalysed with various enzymes;

upstream raw materials:

2-(2,4-dichlorophenoxy)propanoic acid methyl ester

(R)-Methyl lactate

2,4-dichlorophenol

Downstream raw materials:

S-dichloprop

Refernces

• 1、 Cipiciani, Antonio,Cittadini, Massimiliano,Fringuelli, Francesco. "Improving the enantioselectivity of candida rugosa lipase in the kinetic resolution of racemic methyl 2-(2,4-dichlorophenoxy)propionate". . p. 7883 - 7890. Retrieved 2007/10/03.
• 2、 Chenevert, Robert,D'Astous, Linda. "Enzyme catalysed hydrolysis of chlorophenoxypropionates". . p. 1219 - 1222. Retrieved 2007/10/02.