(Z)-3-phenylprop-2-enyl methane sulfonate

Base Information

• Chemical Name: (Z)-3-phenylprop-2-enyl methane sulfonate
• CAS No.: 385837-63-8
• Molecular Formula: C₁₀H₁₂O₃S
• Molecular Weight: 212.269
• Mol file: 385837-63-8.mol

Synonyms:

Chemical Property of (Z)-3-phenylprop-2-enyl methane sulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3-phenylprop-2-enyl methane sulfonate

There total 1 articles about (Z)-3-phenylprop-2-enyl methane sulfonate 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:

(Z)-cinnamyl alcohol (4510-34-3) + methanesulfonyl chloride (124-63-0) → (Z)-3-phenylprop-2-enyl methane sulfonate (385837-63-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jo035551x

Reference yield:

(R)-2-(Cyclohexylsulfinyl)-N,N-dimethylethanethioamide (226709-30-4) + (Z)-3-phenylprop-2-enyl methane sulfonate (385837-63-8) → (SS)-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-1-[(Z)-1-phenylpropenylsulfanyl]-(Z)-ethene (385837-74-1) + (SS)-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-1-[(E)-1-phenylpropenylsulfanyl]-(Z)-ethene (385837-71-8)

Guidance literature:

(R)-2-(Cyclohexylsulfinyl)-N,N-dimethylethanethioamide; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -40 - 0 ℃;

(Z)-3-phenylprop-2-enyl methane sulfonate; In tetrahydrofuran; pentane; at -40 - 20 ℃; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/jo015956m

Reference yield:

(Z)-3-phenylprop-2-enyl methane sulfonate (385837-63-8) → dimethyl (Z)-3-benzylidene-4-(2-methyl-1-propenyl)cyclopentane-1,1-dicarboxylate

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran; dimethylformamide

1.2: 80 percent / NaI / tetrahydrofuran; dimethylformamide / 20 °C

2.1: [RhCl(1,5-cyclooctadiene)]2; tris(o-tolyl) phosphite / dioxane / 24 h / Heating

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tri(O-methylphenyl)phosphite; sodium hydride; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jo035551x

upstream raw materials:

(Z)-cinnamyl alcohol

methanesulfonyl chloride

Downstream raw materials:

(SS)-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-1-[(Z)-1-phenylpropenylsulfanyl]-(Z)-ethene

(SS)-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-1-[(E)-1-phenylpropenylsulfanyl]-(Z)-ethene

dimethyl (Z)-2-(3-phenyl-2-propenyl)malonate

dimethyl (Z)-2-(4-methyl-2,3-pentadienyl)-2-(3-phenyl-2-propenyl)malonate