(dimethylamino)methyloxosulfonium <(E)-1-oxo-3-phenyl-2-propenyl>methylide

Base Information

• Chemical Name: (dimethylamino)methyloxosulfonium <(E)-1-oxo-3-phenyl-2-propenyl>methylide
• CAS No.: 114274-73-6
• Molecular Formula: C₁₃H₁₇NO₂S
• Molecular Weight: 251.349
• Mol file: 114274-73-6.mol

Synonyms:(dimethylamino)methyloxosulfonium <(E)-1-oxo-3-phenyl-2-propenyl>methylide

Chemical Property of (dimethylamino)methyloxosulfonium <(E)-1-oxo-3-phenyl-2-propenyl>methylide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (dimethylamino)methyloxosulfonium <(E)-1-oxo-3-phenyl-2-propenyl>methylide

There total 1 articles about (dimethylamino)methyloxosulfonium <(E)-1-oxo-3-phenyl-2-propenyl>methylide 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:

cinnamoyl chloride (102-92-1,17082-09-6) + (dimethylamino)dimethyloxosulfonium fluoroborate → (dimethylamino)methyloxosulfonium <(E)-1-oxo-3-phenyl-2-propenyl>methylide (114274-73-6)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 1 h, 2.) a) -78 deg C, 0.5 h, b) RT, 1 h;

DOI:10.1021/jo00246a047

Reference yield: 69.0%

(dimethylamino)methyloxosulfonium <(E)-1-oxo-3-phenyl-2-propenyl>methylide (114274-73-6) → 5-(2-phenylethenyl)-1,3-oxathiole 3-oxide (114274-82-7)

Guidance literature:

With copper(II) sulfate; In toluene; at 80 ℃; for 24h;

DOI:10.1021/jo00246a047

Reference yield:

(dimethylamino)methyloxosulfonium <(E)-1-oxo-3-phenyl-2-propenyl>methylide (114274-73-6) → (1R*,5S*,5aS*,8aR*,8bS*)-5,5a,6,8,8a,8b-hexahydro-6,8-dioxo-5,7-diphenyl-2H,7H-3-oxa-1-thia-7-aza-as-indacene-S-oxide (114274-90-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / CuSO₄ / toluene / 24 h / 80 °C

2: 87 percent / toluene / 168 h / 70 °C

With copper(II) sulfate; In toluene;

DOI:10.1021/jo00246a047

upstream raw materials:

cinnamoyl chloride

Downstream raw materials:

5-(2-phenylethenyl)-1,3-oxathiole 3-oxide

(1R^*,5S^*,5aS^*,8aR^*,8bS^*)-5,5a,6,8,8a,8b-hexahydro-6,8-dioxo-5,7-diphenyl-2H,7H-3-oxa-1-thia-7-aza-as-indacene-S-oxide