(1aR,3aS,4S,7R,7aS,7bS)-1,1-dibromo-4-{[tert-butyl(dimethyl)silyl]oxy}-3a,7-dimethyldecahydro-1H-cyclopropa[a]naphthalen-7-ol

Base Information

• Chemical Name: (1aR,3aS,4S,7R,7aS,7bS)-1,1-dibromo-4-{[tert-butyl(dimethyl)silyl]oxy}-3a,7-dimethyldecahydro-1H-cyclopropa[a]naphthalen-7-ol
• CAS No.: 136379-70-9
• Molecular Formula: C₁₉H₃₄Br₂O₂Si
• Molecular Weight: 482.371
• Mol file: 136379-70-9.mol

Synonyms:

Chemical Property of (1aR,3aS,4S,7R,7aS,7bS)-1,1-dibromo-4-{[tert-butyl(dimethyl)silyl]oxy}-3a,7-dimethyldecahydro-1H-cyclopropa[a]naphthalen-7-ol

Chemical Property:

• Vapor Pressure: 3.41E-09mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1aR,3aS,4S,7R,7aS,7bS)-1,1-dibromo-4-{[tert-butyl(dimethyl)silyl]oxy}-3a,7-dimethyldecahydro-1H-cyclopropa[a]naphthalen-7-ol

There total 5 articles about (1aR,3aS,4S,7R,7aS,7bS)-1,1-dibromo-4-{[tert-butyl(dimethyl)silyl]oxy}-3a,7-dimethyldecahydro-1H-cyclopropa[a]naphthalen-7-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:

4β-Hydroxy-4aβ-methyl-3,4,4a,5,6,8aα-hexahydronaphthalene-1(2H),7(8H)-dione 7-dimethyl acetal (87262-05-3) → (1aα,3aα,4α,7α,7aβ,7bα)-1,1-Dibromo-4-<(tert-butyldimethylsilyl)oxy>decahydro-3a,7-dimethyl-1H-cyclopropanaphthalen-7-ol (136379-70-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / imidazole / dimethylformamide / 72 h / Ambient temperature

2: diethyl ether / 42 h / Ambient temperature

3: conc. HCl / acetone; H₂O / 0.33 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; In diethyl ether; water; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00023a025

Reference yield:

(1R,4S,4aS,8aS)-4-(tert-Butyl-dimethyl-silanyloxy)-7,7-dimethoxy-1,4a-dimethyl-decahydro-naphthalen-1-ol (144494-49-5) → (1aα,3aα,4α,7α,7aβ,7bα)-1,1-Dibromo-4-<(tert-butyldimethylsilyl)oxy>decahydro-3a,7-dimethyl-1H-cyclopropanaphthalen-7-ol (136379-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. HCl / acetone; H₂O / 0.33 h / Ambient temperature

With hydrogenchloride; In water; acetone;

DOI:10.1021/jo00023a025

Reference yield:

(4α,4aα,8aβ)-4-[(tert-Butyldimethylsilyl)oxy]octahydro-7,7-dimethoxy-4a-methyl-1(2H)-naphthalenone (136379-64-1) → (1aα,3aα,4α,7α,7aβ,7bα)-1,1-Dibromo-4-<(tert-butyldimethylsilyl)oxy>decahydro-3a,7-dimethyl-1H-cyclopropanaphthalen-7-ol (136379-70-9)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 42 h / Ambient temperature

2: conc. HCl / acetone; H₂O / 0.33 h / Ambient temperature

With hydrogenchloride; In diethyl ether; water; acetone;

DOI:10.1021/jo00023a025

upstream raw materials:

Bromoform

(4aα,5α,8α,8aβ)-5-<(tert-Butyldimethylsilyl)oxy>octahydro-8-hydroxy-4a,8-dimethyl-2(1H)-naphthalenone

4β-Hydroxy-4aβ-methyl-3,4,4a,5,6,8aα-hexahydronaphthalene-1(2H),7(8H)-dione 7-dimethyl acetal

(1R,4S,4aS,8aS)-4-(tert-Butyl-dimethyl-silanyloxy)-7,7-dimethoxy-1,4a-dimethyl-decahydro-naphthalen-1-ol

Downstream raw materials:

(1aα,3aα,4α,7α,7aβ,7bα)-4-<(tert-Butyldimethylsilyl)oxy>decahydro-1,1,3a,7-tetramethyl-1H-cyclopropanaphthalen-7-ol