(1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl (2S)-α-5-(4,5,6,7-tetrahydro[3,2-c]thienopyridyl)-2-chlorophenylacetate

Base Information

• Chemical Name: (1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl (2S)-α-5-(4,5,6,7-tetrahydro[3,2-c]thienopyridyl)-2-chlorophenylacetate
• CAS No.: 1198409-07-2
• Molecular Formula: C₂₂H₂₅ClN₂O₃S
• Molecular Weight: 432.971
• Mol file: 1198409-07-2.mol

Synonyms:(1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl (2S)-α-5-(4,5,6,7-tetrahydro[3,2-c]thienopyridyl)-2-chlorophenylacetate

Chemical Property of (1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl (2S)-α-5-(4,5,6,7-tetrahydro[3,2-c]thienopyridyl)-2-chlorophenylacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl (2S)-α-5-(4,5,6,7-tetrahydro[3,2-c]thienopyridyl)-2-chlorophenylacetate

There total 1 articles about (1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl (2S)-α-5-(4,5,6,7-tetrahydro[3,2-c]thienopyridyl)-2-chlorophenylacetate 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: 96.0%

4,5,6,7-tetrahydrothieno[3,2-c]pyridine (54903-50-3) + (1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl 2-bromo-2-(2-chlorophenyl)acetate (1198409-05-0) → (1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl (2S)-α-5-(4,5,6,7-tetrahydro[3,2-c]thienopyridyl)-2-chlorophenylacetate (1198409-07-2)

Guidance literature:

(1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl 2-bromo-2-(2-chlorophenyl)acetate; With triethylamine; sodium iodide; In tetrahydrofuran; at 0 ℃;

4,5,6,7-tetrahydrothieno[3,2-c]pyridine; In tetrahydrofuran; for 1.66667h; Product distribution / selectivity;

Reference yield:

(1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl (2S)-α-5-(4,5,6,7-tetrahydro[3,2-c]thienopyridyl)-2-chlorophenylacetate (1198409-07-2) → (S)-(+)-clopidogrel (113665-84-2,94188-84-8)

Guidance literature:

aluminum (III) chloride; In methanol; at 60 ℃; for 23h;

Reference yield:

(1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl (2S)-α-5-(4,5,6,7-tetrahydro[3,2-c]thienopyridyl)-2-chlorophenylacetate (1198409-07-2) → (S)-(+)-clopidogrel bisulfate (120202-66-6,120202-71-3,144077-07-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum (III) chloride / methanol / 23 h / 60 °C

2: sulfuric acid / acetone / 12 h / 20 °C

With sulfuric acid; aluminum (III) chloride; In methanol; acetone;

upstream raw materials:

4,5,6,7-tetrahydrothieno[3,2-c]pyridine

(1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl 2-bromo-2-(2-chlorophenyl)acetate

Downstream raw materials:

(S)-(+)-clopidogrel bisulfate

(S)-(+)-clopidogrel