(R)-Methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate sulfate

Base Information

• Chemical Name: (R)-Methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate sulfate
• CAS No.: 120202-71-3
• Molecular Formula: C16H18ClNO6S2
• Molecular Weight: 419.90
• Hs Code.: 2934990002
• European Community (EC) Number: 601-681-2
• UNII: 39KXS67R6V
• Mol file: 120202-71-3.mol

Synonyms:120202-71-3;(R)-Methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate sulfate;(R)-Clopidogrel Bisulfate;Clopidogrel bisulfate, (R)-;39KXS67R6V;SR-25989C;R-(-)-Clopidogrel Hydrogen Sulfate;methyl (2R)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate;sulfuric acid;methyl (2R)-2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetate;C16H18ClNO6S2;(R)-(-)-Methyl (2-chlorophenyl)(6,7-dihydro-4H-thieno(3,2-C)pyrid-5-yl)acetate bisulfate;(r)-(-)-methyl (2-chlorophenyl)(6,7-dihydro-4h-thieno[3,2-c]pyrid-5-yl)acetate bisulfate;Methyl (-)-(R)-(o-chlorophenyl)-6,7-dihydrothieno(3,2-C)pyridine-5(4H)-acetate, hydrogen sulfate;methyl (-)-(R)-(o-chlorophenyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-acetate, hydrogen sulfate;Thieno(3,2-C)pyridine-5(4H)-acetic acid, alpha-(2-chlorophenyl)-6,7-dihydro-, methyl ester, (alphaR)-, sulfate (1:1);Thieno[3,2-c]pyridine-5(4H)-acetic acid, alpha-(2-chlorophenyl)-6,7-dihydro-, methyl ester, (alphaR)-, sulfate (1:1);UNII-39KXS67R6V;BCP09706;AKOS016843844;CS-W011651;(R)-Methyl2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetatesulfate;AS-74317;A892302;EN300-20384833;Z3093895978;(R)-Methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetatesulfate;Methyl (2R)-(2-Chlorophenyl)[6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl]acetate Hydrogen Sulfate ((R)-Clopidogrel Hydrogen Sulfate);Thieno[3,2-c]pyridine-5(4H)-acetic acid, |A-(2-chlorophenyl)-6,7-dihydro-, Methyl ester, (|AR)-, sulfate (1:1)

Chemical Property of (R)-Methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate sulfate

Chemical Property:

• Vapor Pressure: 2.19E-07mmHg at 25°C
• Melting Point: 47-49°C
• Boiling Point: 423.7 °C at 760 mmHg
• Flash Point: 210 °C
• PSA: 140.76000
• LogP: 4.03980
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 419.0264073
• Heavy Atom Count: 26
• Complexity: 463

Purity/Quality:

98%,99%, ^*data from raw suppliers

R-(-)-ClopidogrelHydrogenSulfate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34-41
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C1=CC=CC=C1Cl)N2CCC3=C(C2)C=CS3.OS(=O)(=O)O
• Isomeric SMILES: COC(=O)[C@@H](C1=CC=CC=C1Cl)N2CCC3=C(C2)C=CS3.OS(=O)(=O)O
• Uses: CLOPIDOGREL RELATED COMPOUND C (20 MG) (METHYL (-)-(R)-(O-CHLOROPHENYL)-6,7-DIHYDROTHIE-NO[3,2-C]PYRIDINE-5(4H)-ACETATE, HYDROGEN SUL- FATE) is used as an antithrombotic.

Technology Process of (R)-Methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate sulfate

There total 79 articles about (R)-Methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate sulfate 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: 100.0%

(S)-(+)-α-(2-thienylethylamino)-α-(2-chlorophenyl)acetic acid methyl ester hydrochloride (141109-18-4,141109-19-5) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → (S)-(+)-clopidogrel bisulfate (120202-66-6,120202-71-3,144077-07-6)

Guidance literature:

(S)-(+)-α-(2-thienylethylamino)-α-(2-chlorophenyl)acetic acid methyl ester hydrochloride; formaldehyd; In methanol; at 43 ℃; for 5h;

With sulfuric acid; at 38 ℃; for 4h; Temperature;

Reference yield: 96.2%

methyl (S)-2-(2-chlorophenyl)-2-[2-(thien-2-yl)ethylamino]acetate (141109-20-8) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → (S)-(+)-clopidogrel bisulfate (120202-66-6,120202-71-3,144077-07-6)

Guidance literature:

methyl (S)-2-(2-chlorophenyl)-2-[2-(thien-2-yl)ethylamino]acetate; formaldehyd; With sulfuric acid; In chloroform; at 20 ℃;

With sulfuric acid; In acetone; at 10 ℃; for 2h; Solvent; Temperature;

Reference yield: 95.2%

methyl (R)-2-(2-chlorophenyl)-2-benzenesulfonyloxyacetate (223123-46-4) + 6,7-dihydro-4H-thieno[3,2-c]pyridine hydrochloride (28783-41-7) → (S)-(+)-clopidogrel bisulfate (120202-66-6,120202-71-3,144077-07-6)

Guidance literature:

methyl (R)-2-(2-chlorophenyl)-2-benzenesulfonyloxyacetate; 6,7-dihydro-4H-thieno[3,2-c]pyridine hydrochloride; With sodium hydrogencarbonate; In acetone; for 6h; Reflux;

With sulfuric acid; In acetone;

upstream raw materials:

(S)-(+)-clopidogrel

clopidogrel

clopidogrel hydrogen sulfate

methyl (R)-2-(2-chlorophenyl)-2-(4,5,6,7-tetrahydrothieno[3,2-c]pyridin-5-yl)acetate

Downstream raw materials:

clopidogrel

(S)-methyl 2-(2-bromo-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)-2-(2-chlorophenyl)acetate

4-(2-chlorophenyl)-4-(6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl)butan-1-ol

4-(2-chlorophenyl)-4-(6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl)butyric acid ethyl ester

Refernces

• 1、 Kumar, K. Naveen,Mhate, Mouzma,Panchami, Hirave,Ravichandiran, V.,Swain, Sharada Prasanna. "Copper (II) bromide catalysed one pot bromination and amination for the green, cost-effective synthesis of clopidogrel". . . Retrieved 2022/03/15.
• 2、 -. "Preparation method of clopidogrel hydrogen sulfate and intermediate N-(2-thiopheneethyl) methyleneimine of clopidogrel hydrogen sulfate". . . Retrieved 2021/05/08.