7a-benzenesulfonyl-2-methylene-octahydro-4,7-methano-inden-3a-ol

Base Information

• Chemical Name: 7a-benzenesulfonyl-2-methylene-octahydro-4,7-methano-inden-3a-ol
• CAS No.: 223453-46-1
• Molecular Formula: C₁₇H₂₀O₃S
• Molecular Weight: 304.41
• Mol file: 223453-46-1.mol

Synonyms:7a-benzenesulfonyl-2-methylene-octahydro-4,7-methano-inden-3a-ol

Chemical Property of 7a-benzenesulfonyl-2-methylene-octahydro-4,7-methano-inden-3a-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7a-benzenesulfonyl-2-methylene-octahydro-4,7-methano-inden-3a-ol

There total 3 articles about 7a-benzenesulfonyl-2-methylene-octahydro-4,7-methano-inden-3a-ol 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: 67.0%

(1R,3S,4S)-3-Benzenesulfonyl-3-(2-trimethylsilanylmethyl-allyl)-bicyclo[2.2.1]heptan-2-one → (3Z,5Z)-4-Methyl-bicyclo[5.2.1]deca-3,5-dien-2-one + 7a-benzenesulfonyl-2-methylene-octahydro-4,7-methano-inden-3a-ol (223453-46-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 55 ℃;

DOI:10.1016/S0040-4039(99)00163-X

Reference yield:

3-Phenylsulfanyl-bicyclo[2.2.1]heptan-2-one (1246039-85-9) → 7a-benzenesulfonyl-2-methylene-octahydro-4,7-methano-inden-3a-ol (223453-46-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LDA / -78 - 20 °C

1.2: 84 percent / Oxone / 20 °C

2.1: 53 percent / NaH; NaI / 55 - 65 °C

3.1: 67 percent / TBAF / tetrahydrofuran / 55 °C

With tetrabutyl ammonium fluoride; sodium hydride; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; 1.1: Thioetherification / 1.2: Oxidation / 2.1: Allylation / 3.1: Cyclization;

DOI:10.1016/S0040-4039(99)00163-X

Reference yield:

3-benzenesulfonyl-bicyclo[2.2.1]heptan-2-one (223453-33-6) → 7a-benzenesulfonyl-2-methylene-octahydro-4,7-methano-inden-3a-ol (223453-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / NaH; NaI / 55 - 65 °C

2: 67 percent / TBAF / tetrahydrofuran / 55 °C

With tetrabutyl ammonium fluoride; sodium hydride; sodium iodide; In tetrahydrofuran; 1: Allylation / 2: Cyclization;

DOI:10.1016/S0040-4039(99)00163-X

upstream raw materials:

3-Phenylsulfanyl-bicyclo[2.2.1]heptan-2-one

3-benzenesulfonyl-bicyclo[2.2.1]heptan-2-one