1-Piperidineacetic acid, 3-(carboxyMethylene)-α-(2-chlorophenyl)-4-Mercapto-, 1-Methyl ester, (αS)-

Base Information

• Chemical Name: 1-Piperidineacetic acid, 3-(carboxyMethylene)-α-(2-chlorophenyl)-4-Mercapto-, 1-Methyl ester, (αS)-
• CAS No.: 1147350-77-3
• Molecular Formula: C16H18ClNO4S
• Molecular Weight: 355.842
• Mol file: 1147350-77-3.mol

Synonyms:1-Piperidineacetic acid, 3-(carboxyMethylene)-α-(2-chlorophenyl)-4-Mercapto-, 1-Methyl ester, (αS)-;Clopidogrel active Metabolite;CLOPIDOGREL ACTIVE METABOLITE / (2Z)-2-[1-[(1S)-1-(2-CHLOROPHENYL)-2-METHOXY-2-OXOETHYL]-4-SULFANYLPIPERIDIN-3-YLIDENE]ACETIC ACID

Chemical Property of 1-Piperidineacetic acid, 3-(carboxyMethylene)-α-(2-chlorophenyl)-4-Mercapto-, 1-Methyl ester, (αS)-

Chemical Property:

• PSA: 105.64000
• LogP: 2.50710

Purity/Quality:

99%, ^*data from raw suppliers

(2Z)-2-[1-[(1S)-1-(2-CHLOROPHENYL)-2-METHOXY-2-OXOETHYL]-4-SULFANYLPIPERIDIN-3-YLIDENE]ACETIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Piperidineacetic acid, 3-(carboxyMethylene)-α-(2-chlorophenyl)-4-Mercapto-, 1-Methyl ester, (αS)-

There total 10 articles about 1-Piperidineacetic acid, 3-(carboxyMethylene)-α-(2-chlorophenyl)-4-Mercapto-, 1-Methyl ester, (αS)- 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:

(S)-(+)-clopidogrel (113665-84-2,94188-84-8) → cis-5-thiol metabolite (1147350-77-3,767612-34-0)

Guidance literature:

Enzymatic reaction;

Reference yield:

clopidogrel (90055-48-4,94188-84-8) → cis-5-thiol metabolite (1147350-77-3,767612-34-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: L-CSA*1H₂O / toluene / 49 h / 20 - 50 °C / Resolution of racemate

1.2: 6 h / Resolution of racemate; Reflux

2.1: Enzymatic reaction

With L-CSA*1H₂O; In toluene;

Reference yield:

2-Chlorophenylacetonitrile (2856-63-5) → cis-5-thiol metabolite (1147350-77-3,767612-34-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: bromine / 6 h / 105 - 110 °C

2.1: sodium hydrogencarbonate / methanol / 3 h / Reflux

3.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water; butan-1-ol / 12 h / Reflux

4.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / methanol; water / 0.5 h / Reflux

4.2: 12 h / 40 °C

5.1: L-CSA*1H₂O / toluene / 49 h / 20 - 50 °C / Resolution of racemate

5.2: 6 h / Resolution of racemate; Reflux

6.1: Enzymatic reaction

With N-benzyl-N,N,N-triethylammonium chloride; bromine; sodium hydrogencarbonate; sodium hydroxide; In methanol; water; toluene; butan-1-ol;

upstream raw materials:

2-Oxoclopidogrel

clopidogrel

(S)-(+)-clopidogrel

2-Chlorophenylacetonitrile

Downstream raw materials:

C₂₅H₂₆ClNO₆S

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR THE TREATMENT OF ATHEROTHROMBOSIS". . . Retrieved 2013/03/26.