(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

Base Information

• Chemical Name: (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
• CAS No.: 82679-79-6
• Molecular Formula: C₂₀H₂₁Br
• Molecular Weight: 341.291
• Mol file: 82679-79-6.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 2 articles about (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 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: 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:

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)-1-Bromomethyl-5-phenyl-1a,2,2a,5,5a,7a,7b,7c-octahydro-1H-cyclobuta[bc]acenaphthylene (82679-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 10 percent / n-Bu₄NF / tetrahydrofuran / 0 deg C -> 25 deg C

2: 98 percent / CBr₄, Ph₃P / CH₂Cl₂ / 0 °C

With carbon tetrabromide; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00384a077

Reference yield: 98.0%

sodium cyanide (143-33-9,25596-52-5) + (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) → ((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 (82679-80-9)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; at 25 ℃;

DOI:10.1021/ja00384a077

upstream raw materials:

((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

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,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

(±)-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

endiandric acid B