(2E)-3-Diethoxyphosphoryl-3,3-difluoro-1-phenylsulfonylprop-1-ene

Base Information

• Chemical Name: (2E)-3-Diethoxyphosphoryl-3,3-difluoro-1-phenylsulfonylprop-1-ene
• CAS No.: 180512-50-9
• Molecular Formula: C₁₃H₁₇F₂O₅PS
• Molecular Weight: 354.312
• Mol file: 180512-50-9.mol

Synonyms:(2E)-3-Diethoxyphosphoryl-3,3-difluoro-1-phenylsulfonylprop-1-ene

Chemical Property of (2E)-3-Diethoxyphosphoryl-3,3-difluoro-1-phenylsulfonylprop-1-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E)-3-Diethoxyphosphoryl-3,3-difluoro-1-phenylsulfonylprop-1-ene

There total 2 articles about (2E)-3-Diethoxyphosphoryl-3,3-difluoro-1-phenylsulfonylprop-1-ene 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: 66.0%

diethyl phenylsulfonylmethylphosphonate (56069-39-7) + diethyl (1,1-difluoro-2,2-dihydroxyethyl)phosphonate (172371-66-3) → (2E)-3-Diethoxyphosphoryl-3,3-difluoro-1-phenylsulfonylprop-1-ene (180512-50-9)

Guidance literature:

diethyl phenylsulfonylmethylphosphonate; With triethylamine; lithium bromide; In tetrahydrofuran; at 0 ℃; for 0.5h;

2-Diethoxyphosphoryl-2,2-difluoroethane-1,1-diol; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1039/a907052d

Reference yield:

Diethyl difluoromethylphosphonate (1478-53-1) → (2E)-3-Diethoxyphosphoryl-3,3-difluoro-1-phenylsulfonylprop-1-ene (180512-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA; CeCl₃ / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran

2.1: Et₃N; LiBr / tetrahydrofuran / 0.5 h / 0 °C

2.2: 66 percent / tetrahydrofuran / 0 - 20 °C

With cerium(III) chloride; triethylamine; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; 1.1: Metallation / 1.2: Addition / 2.1: Elimination / 2.2: Condensation;

DOI:10.1039/a907052d

Reference yield: 60.0%

furan (110-00-9) + (2E)-3-Diethoxyphosphoryl-3,3-difluoro-1-phenylsulfonylprop-1-ene (180512-50-9) → [((1S,4R)-3-Benzenesulfonyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl)-difluoro-methyl]-phosphonic acid diethyl ester

Guidance literature:

With Ace tube; at 80 ℃; for 18h;

DOI:10.1039/b200560n

upstream raw materials:

diethyl phenylsulfonylmethylphosphonate

diethyl (1,1-difluoro-2,2-dihydroxyethyl)phosphonate

Diethyl difluoromethylphosphonate