(4aR,9aS)-7-Benzenesulfonylmethyl-1,4,4a,5,9,9a-hexahydro-6,8-dioxa-benzocycloheptene

Base Information

• Chemical Name: (4aR,9aS)-7-Benzenesulfonylmethyl-1,4,4a,5,9,9a-hexahydro-6,8-dioxa-benzocycloheptene
• CAS No.: 566927-94-4
• Molecular Formula: C₁₆H₂₀O₄S
• Molecular Weight: 308.398
• Mol file: 566927-94-4.mol

Synonyms:(4aR,9aS)-7-Benzenesulfonylmethyl-1,4,4a,5,9,9a-hexahydro-6,8-dioxa-benzocycloheptene

Chemical Property of (4aR,9aS)-7-Benzenesulfonylmethyl-1,4,4a,5,9,9a-hexahydro-6,8-dioxa-benzocycloheptene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aR,9aS)-7-Benzenesulfonylmethyl-1,4,4a,5,9,9a-hexahydro-6,8-dioxa-benzocycloheptene

There total 2 articles about (4aR,9aS)-7-Benzenesulfonylmethyl-1,4,4a,5,9,9a-hexahydro-6,8-dioxa-benzocycloheptene 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: 76.0%

cis-1,6-dihydroxymethyl-3-cyclohexene (439919-46-7) + phenyl sulfonyl acetaldehyde diethyl acetal (95101-50-1) → (4aR,9aS)-7-Benzenesulfonylmethyl-1,4,4a,5,9,9a-hexahydro-6,8-dioxa-benzocycloheptene (566927-94-4)

Guidance literature:

With Amberlyst 15; In toluene; for 12h; Heating;

DOI:10.1081/SCC-120016347

Reference yield:

sodium benzenesulfonate (873-55-2) → (4aR,9aS)-7-Benzenesulfonylmethyl-1,4,4a,5,9,9a-hexahydro-6,8-dioxa-benzocycloheptene (566927-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / dimethylformamide / 12 h / 70 °C

2: 76 percent / Amberlyst 15 / toluene / 12 h / Heating

With Amberlyst 15; In N,N-dimethyl-formamide; toluene;

DOI:10.1081/SCC-120016347

Reference yield: 72.0%

(4aR,9aS)-7-Benzenesulfonylmethyl-1,4,4a,5,9,9a-hexahydro-6,8-dioxa-benzocycloheptene (566927-94-4) → cis-1,6-dihydroxymethyl-3-cyclohexene (439919-46-7)

Guidance literature:

With lithium amide; ammonia; In tetrahydrofuran; for 0.166667h;

DOI:10.1081/SCC-120016347

upstream raw materials:

cis-1,6-dihydroxymethyl-3-cyclohexene

phenyl sulfonyl acetaldehyde diethyl acetal

sodium benzenesulfonate

Downstream raw materials:

cis-1,6-dihydroxymethyl-3-cyclohexene