methyl (Z)-3-phenylthio-2-nonenoate

Base Information

• Chemical Name: methyl (Z)-3-phenylthio-2-nonenoate
• CAS No.: 336867-79-9
• Molecular Formula: C₁₆H₂₂O₂S
• Molecular Weight: 278.415
• Mol file: 336867-79-9.mol

Synonyms:methyl (Z)-3-phenylthio-2-nonenoate

Chemical Property of methyl (Z)-3-phenylthio-2-nonenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (Z)-3-phenylthio-2-nonenoate

There total 2 articles about methyl (Z)-3-phenylthio-2-nonenoate 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: 71.0%

n-octyne (629-05-0) + O-methyl-S-phenyl thiolcarbonate (3186-52-5) → methyl-phenyl-thioether (100-68-5) + (Z)-oct-1-ene-1,2-diylbis(phenylsulfane) (120915-27-7) + carbonic acid dimethyl ester (616-38-6) + methyl (Z)-3-phenylthio-2-nonenoate (336867-79-9)

Guidance literature:

With palladium⁽⁰⁾bis(tricyclohexylphosphine); In octane; at 110 ℃; for 20h;

DOI:10.1021/ja004063t

Reference yield:

methyl non-2-ynoate (111-80-8) + thiophenol (108-98-5) → methyl (Z)-3-phenylthio-2-nonenoate (336867-79-9)

Guidance literature:

With water; potassium carbonate; at 20 ℃; for 0.5h; diastereoselective reaction;

DOI:10.1002/anie.201608144

Reference yield: 75.0%

methyl (Z)-3-phenylthio-2-nonenoate (336867-79-9) → (Z)-3-phenylthio-2-nonen-1-ol

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 3h;

DOI:10.1021/ja004063t

upstream raw materials:

n-octyne

O-methyl-S-phenyl thiolcarbonate

methyl non-2-ynoate

thiophenol

Refernces

• 1、 Hua,Takeda,Onozawa,Abe,Tanaka. "Palladium-catalyzed thioesterirication of alkynes with O-methyl S-phenyl thiocarbonate". . p. 2899 - 2900. Retrieved 2007/10/03.