(Z)-3-Iodo-4-(3-phenyl-prop-2-ynylsulfanyl)-but-2-enoic acid methyl ester

Base Information

• Chemical Name: (Z)-3-Iodo-4-(3-phenyl-prop-2-ynylsulfanyl)-but-2-enoic acid methyl ester
• CAS No.: 289652-52-4
• Molecular Formula: C₁₄H₁₃IO₂S
• Molecular Weight: 372.227
• Mol file: 289652-52-4.mol

Synonyms:(Z)-3-Iodo-4-(3-phenyl-prop-2-ynylsulfanyl)-but-2-enoic acid methyl ester

Chemical Property of (Z)-3-Iodo-4-(3-phenyl-prop-2-ynylsulfanyl)-but-2-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3-Iodo-4-(3-phenyl-prop-2-ynylsulfanyl)-but-2-enoic acid methyl ester

There total 2 articles about (Z)-3-Iodo-4-(3-phenyl-prop-2-ynylsulfanyl)-but-2-enoic acid methyl ester 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: 75.0%

4-(3-phenyl-prop-2-ynylsulfanyl)-but-2-ynoic acid methyl ester (289652-47-7) → (Z)-3-Iodo-4-(3-phenyl-prop-2-ynylsulfanyl)-but-2-enoic acid methyl ester (289652-52-4)

Guidance literature:

With acetic acid; sodium iodide; at 65 ℃;

DOI:10.1021/ol005785s

Reference yield:

3-phenyl-2-propynyl 2'-propynyl sulfide (175439-05-1) → (Z)-3-Iodo-4-(3-phenyl-prop-2-ynylsulfanyl)-but-2-enoic acid methyl ester (289652-52-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran

2.1: 75 percent / NaI; HOAc / 65 °C

With n-butyllithium; acetic acid; sodium iodide; In tetrahydrofuran; 1.1: Metallation / 1.2: methoxycarbonylation / 2.1: Addition;

DOI:10.1021/ol005785s

Reference yield: 75.0%

(Z)-3-Iodo-4-(3-phenyl-prop-2-ynylsulfanyl)-but-2-enoic acid methyl ester (289652-52-4) → [4-[1-Phenyl-meth-(Z)-ylidene]-dihydro-thiophen-(3Z)-ylidene]-acetic acid methyl ester

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1021/ol005785s

upstream raw materials:

4-(3-phenyl-prop-2-ynylsulfanyl)-but-2-ynoic acid methyl ester

3-phenyl-2-propynyl 2'-propynyl sulfide