((1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-5-Phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-yl)-methanol

Base Information

• Chemical Name: ((1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-5-Phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-yl)-methanol
• CAS No.: 82679-78-5
• Molecular Formula: C₂₀H₂₂O
• Molecular Weight: 278.394
• Mol file: 82679-78-5.mol

Synonyms:((1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-5-Phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-yl)-methanol

Chemical Property of ((1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-5-Phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-yl)-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-5-Phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-yl)-methanol

There total 1 articles about ((1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-5-Phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-yl)-methanol 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: 10.0%

tert-Butyl-diphenyl-((1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-5-phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-ylmethoxy)-silane (82679-77-4) → ((1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-5-Phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-yl)-methanol (82679-78-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; 0 deg C -> 25 deg C;

DOI:10.1021/ja00384a077

Reference yield: 98.0%

((1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-5-Phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-yl)-methanol (82679-78-5) → (1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-1-Bromomethyl-5-phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylene (82679-79-6)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃;

DOI:10.1021/ja00384a077

Reference yield:

((1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-5-Phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-yl)-methanol (82679-78-5) → endiandric acid B methyl ester (82730-19-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / CBr₄, Ph₃P / CH₂Cl₂ / 0 °C

2: 98 percent / hexamethylphosphoric acid triamide / 25 °C

3: 1.) Dibal / 1.) CH₂Cl₂, -78 deg C, 2.) acid

4: NaH

With carbon tetrabromide; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;

DOI:10.1021/ja00384a077

upstream raw materials:

tert-Butyl-diphenyl-((1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-5-phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-ylmethoxy)-silane

Downstream raw materials:

(1S,1aR,2aS,5R,5aR,7aS,7bS,7cS)-1-Bromomethyl-5-phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylene

(±)-endiandric acid A

((1S,1aS,2aS,5R,5aR,7aR,7bS,7cS)-5-Phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-yl)-acetaldehyde

((1S,1aS,2aS,5R,5aR,7aR,7bS,7cS)-5-Phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylen-1-yl)-acetonitrile