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

Base Information

• Chemical Name: (1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl 2-bromo-2-(2-chlorophenyl)acetate
• CAS No.: 1198409-05-0
• Molecular Formula: C₁₅H₁₇BrClNO₃
• Molecular Weight: 374.662
• Mol file: 1198409-05-0.mol

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

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

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 2-bromo-2-(2-chlorophenyl)acetate

There total 1 articles about (1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl 2-bromo-2-(2-chlorophenyl)acetate 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: 86.0%

(D)-1-(1-pyrrolidinyl)-2-hydroxy-1-propanone (151670-13-2) → (1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl 2-bromo-2-(2-chlorophenyl)acetate (1198409-05-0)

Guidance literature:

With phosphorus tribromide; at 50 ℃; for 1h;

With bromine; at 50 ℃;

(D)-1-(1-pyrrolidinyl)-2-hydroxy-1-propanone;

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 2-bromo-2-(2-chlorophenyl)acetate (1198409-05-0) → (S)-(+)-clopidogrel (113665-84-2,94188-84-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; sodium iodide / tetrahydrofuran / 0 °C

1.2: 1.67 h

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

With triethylamine; sodium iodide; aluminum (III) chloride; In tetrahydrofuran; methanol;

upstream raw materials:

(D)-1-(1-pyrrolidinyl)-2-hydroxy-1-propanone

Downstream raw materials:

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

(S)-(+)-clopidogrel bisulfate

(S)-(+)-clopidogrel