Methyl 4-oxothiane-3-carboxylate

Base Information

• Chemical Name: Methyl 4-oxothiane-3-carboxylate
• CAS No.: 4160-61-6
• Molecular Formula: C7H10O3S
• Molecular Weight: 174.221
• Hs Code.: 2934999090
• European Community (EC) Number: 692-568-7
• DSSTox Substance ID: DTXSID40438848
• Nikkaji Number: J655.425C
• Mol file: 4160-61-6.mol

Synonyms:4160-61-6;Methyl 4-oxothiane-3-carboxylate;methyl 4-oxotetrahydro-2H-thiopyran-3-carboxylate;METHYL TETRAHYDRO-4-OXO-2H-THIOPYRAN-3-CARBOXYLATE;MFCD00203485;2H-Thiopyran-3-carboxylic acid, tetrahydro-4-oxo-, methyl ester;Methyl 4-oxotetrahydrothiopyran-3-carboxylate;C7H10O3S;Methyl4-oxotetrahydro-2H-thiopyran-3-carboxylate;SCHEMBL2904103;DTXSID40438848;MCUXKFHPGMEIIW-UHFFFAOYSA-N;AKOS006230153;CS-W000756;DS-4258;AM803878;SY029390;FT-0748634;EN300-51153;A854157;2,3,5,6-tetrahydro-3-carbomethoxythiopyran-4-one;4-Oxotetrahydro-2H-thiopyran-3-carbonsauremethylester;Z609890052;4-Oxotetrahydro-2H-thiopyran-3-carboxylic acid methyl ester;methyl 4-oxo-tetrahydro-2H-thiopyran-3-carboxylate;Methyl 4-Oxotetrahydrothiopyran-3-carboxylate

Chemical Property of Methyl 4-oxothiane-3-carboxylate

Chemical Property:

• Boiling Point: 285℃
• Flash Point: 137℃
• PSA: 68.67000
• Density: 1.244
• LogP: 0.48160
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 174.03506535
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

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

Methyl 4-oxotetrahydro-2H-thiopyran-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 23-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CSCCC1=O

Technology Process of Methyl 4-oxothiane-3-carboxylate

There total 4 articles about Methyl 4-oxothiane-3-carboxylate 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: 99.9%

Dimethyl 3,3'-thiodipropionate (4131-74-2) → 3-methoxycarbonyltetrahydropyran-4-one (4160-61-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

Reference yield: 75.0%

Methyl 3-mercaptopropionate (2935-90-2) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 3-methoxycarbonyltetrahydropyran-4-one (4160-61-6)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; at 0 ℃; for 4h;

DOI:10.1139/v82-065

Reference yield:

Dimethyl 3,3'-thiodipropionate (4131-74-2) → 3-methoxycarbonyltetrahydropyran-4-one (4160-61-6) + 4-hydroxy-3-thiene-3-carboxylic acid methyl ester (109276-67-7)

Guidance literature:

With sodium methylate; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; Overall yield = 78 %; Overall yield = 185.45 mg;

DOI:10.1021/ol302506f

upstream raw materials:

Dimethyl 3,3'-thiodipropionate

Methyl 3-mercaptopropionate

acrylic acid methyl ester

Downstream raw materials:

2-amino-4,7-dihydro-5H-thieno[2,3-c]thiopyran-3-carboxylic acid ethyl ester

4H-Thiopyran-4-one 1,1-dioxide

1,1-dioxotetrahydrothiopyran-4-one

3,4-dihydro-2-phenyl-2H-thiopyran-4-one

Refernces

• 1、 -. "2-Aryl-4-aromatic methylaminopyrimidine compounds and their applications". Paragraph 0057; 0059-0060. . Retrieved 2022/01/12.
• 2、 Chu, Cilong,Xiao, Zhen,Xu, Shan,Yang, Feiyi,Yang, Zunhua,Zhang, Qian,Zheng, Pengwu,Zhou, Lingjia,Zhou, Zhihui,Zhu, Wufu. "Discovery of thiapyran-pyrimidine derivatives as potential EGFR inhibitors". . . Retrieved 2020/08/06.