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

Base Information

• Chemical Name: 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
• CAS No.: 82679-77-4
• Molecular Formula: C₃₆H₄₀OSi
• Molecular Weight: 516.798
• Mol file: 82679-77-4.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 1 articles about 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 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:

tert-Butyl-diphenyl-[(1R,6R,7R,8S)-8-((2E,4E)-5-phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy]-silane (82679-76-3) → 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)

Guidance literature:

In toluene; at 110 ℃; for 5h; Yield given;

DOI:10.1021/ja00384a077

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:

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) → endiandric acid B (76060-33-8)

Guidance literature:

Multi-step reaction with 6 steps

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

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

3: 98 percent / hexamethylphosphoric acid triamide / 25 °C

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

5: NaH

6: 100 percent / alkaline hydrolysis

With carbon tetrabromide; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;

DOI:10.1021/ja00384a077

upstream raw materials:

tert-Butyl-diphenyl-[(1R,6R,7R,8S)-8-((2E,4E)-5-phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy]-silane

Downstream 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

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