Benzeneacetic acid, alpha-methoxy-alpha-(trifluoromethyl)-, 1-(methoxycarbonyl)propyl ester, [S-(R*,S*)]-

Base Information

• Chemical Name: Benzeneacetic acid, alpha-methoxy-alpha-(trifluoromethyl)-, 1-(methoxycarbonyl)propyl ester, [S-(R*,S*)]-
• CAS No.: 76905-00-5
• Molecular Formula: C₁₅H₁₇F₃O₅
• Molecular Weight: 334.292
• DSSTox Substance ID: DTXSID001115652
• Mol file: 76905-00-5.mol

Synonyms:DTXSID001115652;76905-00-5

Chemical Property of Benzeneacetic acid, alpha-methoxy-alpha-(trifluoromethyl)-, 1-(methoxycarbonyl)propyl ester, [S-(R*,S*)]-

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 334.10280812
• Heavy Atom Count: 23
• Complexity: 418

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Benzeneacetic acid, alpha-methoxy-alpha-(trifluoromethyl)-, 1-(methoxycarbonyl)propyl ester, [S-(R*,S*)]-

There total 2 articles about Benzeneacetic acid, alpha-methoxy-alpha-(trifluoromethyl)-, 1-(methoxycarbonyl)propyl ester, [S-(R*,S*)]- 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:

methyl (S)-2-hydroxybutyrate (73349-08-3) + (S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride (39637-99-5,20445-33-4) → (S)-2-O(MTPA)-butanoic acid methyl ester (76905-00-5)

Guidance literature:

With dmap;

DOI:10.1139/v89-161

Reference yield:

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid (20445-31-2) → (S)-2-O(MTPA)-butanoic acid methyl ester (76905-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride

2: 4-dimethylaminopyridine

With dmap; thionyl chloride;

DOI:10.1139/v89-161

upstream raw materials:

methyl (S)-2-hydroxybutyrate

(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

Refernces