exo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexan-2-one

Base Information

• Chemical Name: exo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexan-2-one
• CAS No.: 75045-13-5
• Molecular Formula: C₂₅H₁₉NOS
• Molecular Weight: 381.498
• Mol file: 75045-13-5.mol

Synonyms:exo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexan-2-one

Chemical Property of exo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of exo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexan-2-one

There total 3 articles about exo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexan-2-one 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:

3-oxocyclopent-1-ene-1-carbonitrile (34250-16-3) → exo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexan-2-one (75045-13-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / diethyl ether / 1080 h / Ambient temperature

2: 1) LDA, 2) HMPA / 1) -78 deg C, 30 min, THF, hexane, 2) room temperature, 1 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In diethyl ether;

DOI:10.1021/jo01312a013

Reference yield:

diazodiphenylmethane (908093-98-1) → exo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexan-2-one (75045-13-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / diethyl ether / 1080 h / Ambient temperature

2: 1) LDA, 2) HMPA / 1) -78 deg C, 30 min, THF, hexane, 2) room temperature, 1 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In diethyl ether;

DOI:10.1021/jo01312a013

Reference yield:

5-cyano-6,6-diphenylbicyclo<3.1.0>hexan-2-one (75011-39-1) + diphenyldisulfane (882-33-7) → endo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexan-2-one (75011-42-6) + exo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexan-2-one (75045-13-5)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1) -78 deg C, THF, hexane, 30 min, 2) room temperature, 1 h;

DOI:10.1021/jo01312a013

upstream raw materials:

5-cyano-6,6-diphenylbicyclo<3.1.0>hexan-2-one

diphenyldisulfane

3-oxocyclopent-1-ene-1-carbonitrile

diazodiphenylmethane

Downstream raw materials:

endo-2-hydroxy-exo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexane

exo-2-chloro-exo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexane

endo-2-hydroxy-exo-3-(phenylsulfenyl)-5-cyano-6,6-diphenylbicyclo<3.1.0>hexyl methanesulfonate