3-thia-6-methyl-6-heptenoic acid

Base Information

• Chemical Name: 3-thia-6-methyl-6-heptenoic acid
• CAS No.: 473330-16-4
• Molecular Formula: C₇H₁₂O₂S
• Molecular Weight: 160.237
• Mol file: 473330-16-4.mol

Synonyms:

Chemical Property of 3-thia-6-methyl-6-heptenoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-thia-6-methyl-6-heptenoic acid

There total 1 articles about 3-thia-6-methyl-6-heptenoic acid 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: 98.0%

4-mesyloxy-2-methylbutene (80352-66-5) + mercaptoacetic acid (68-11-1) → 3-thia-6-methyl-6-heptenoic acid (473330-16-4)

Guidance literature:

mercaptoacetic acid; With sodium methylate; In methanol; at 20 ℃; for 1.5h;

4-mesyloxy-2-methylbutene; In methanol; diethyl ether; at 20 ℃;

DOI:10.1021/jo0497306

Reference yield:

3-thia-6-methyl-6-heptenoic acid (473330-16-4) → (3-methyl-but-3-ene-1-sulfinylmethylselanyl)-benzene (720719-15-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 87 percent / NiCl₂*6H₂O / Heating

2.1: 94 percent / NaIO₄ / methanol; H₂O / 2 h / 0 - 20 °C

3.1: 86 percent / NaOH / methanol / 0 - 20 °C

4.1: DCC; 1-hydroxypyridine-2-thione / CH₂Cl₂ / 3 h / 0 °C

4.2: 86 percent / CH₂Cl₂ / 60 h / 0 °C / UV-irradiation

With 1-hydroxy-2(1H)-pyridinethione; sodium hydroxide; sodium periodate; dicyclohexyl-carbodiimide; nickel dichloride; In methanol; dichloromethane; water;

DOI:10.1021/jo0497306

Reference yield:

3-thia-6-methyl-6-heptenoic acid (473330-16-4) → (3-methyl-but-3-ene-1-sulfonyl)-phenylselanyl-acetic acid methyl ester (720719-18-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / NiCl₂*6H₂O / Heating

2: 74 percent / MCPBA / CH₂Cl₂ / 0 - 20 °C

3: 30 percent / NaH / tetrahydrofuran / 0 - 20 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; nickel dichloride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo0497306

upstream raw materials:

4-mesyloxy-2-methylbutene

mercaptoacetic acid

Downstream raw materials:

(3-methyl-but-3-ene-1-sulfinylmethylselanyl)-benzene

(3-methyl-but-3-ene-1-sulfonyl)-phenylselanyl-acetic acid methyl ester

tetrahydro-4-methyl-2H-thiopyran

Δ³-Isopentenyl methyl sulfide

Refernces

• 1、 Della, Ernest W.,Graney, Sean D.. "The regiochemistry of cyclization of α-sulfenyl-, α-sulfinyl-, and α-sulfonyl-5-hexenyl radicals: Procedures leading to regioselective syntheses of cyclic sulfones and sulfoxides". . p. 3824 - 3835. Retrieved 2007/10/03.