((1R,2S,4R,5S)-5-(benzyloxy)bicyclo[2.2.1]heptan-2-yloxy)(tert-butyl)diphenylsilane

Base Information

• Chemical Name: ((1R,2S,4R,5S)-5-(benzyloxy)bicyclo[2.2.1]heptan-2-yloxy)(tert-butyl)diphenylsilane
• CAS No.: 1334758-60-9
• Molecular Formula: C₃₀H₃₆O₂Si
• Molecular Weight: 456.7

Synonyms:((1R,2S,4R,5S)-5-(benzyloxy)bicyclo[2.2.1]heptan-2-yloxy)(tert-butyl)diphenylsilane

Chemical Property of ((1R,2S,4R,5S)-5-(benzyloxy)bicyclo[2.2.1]heptan-2-yloxy)(tert-butyl)diphenylsilane

Chemical Property:

Purity/Quality:

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Technology Process of ((1R,2S,4R,5S)-5-(benzyloxy)bicyclo[2.2.1]heptan-2-yloxy)(tert-butyl)diphenylsilane

There total 2 articles about ((1R,2S,4R,5S)-5-(benzyloxy)bicyclo[2.2.1]heptan-2-yloxy)(tert-butyl)diphenylsilane 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: 96.0%

(1R,2S,4R,5S)-5-(benzyloxy)bicyclo[2.2.1]heptan-2-ol (870708-23-9) + tert-butylchlorodiphenylsilane (58479-61-1) → ((1R,2S,4R,5S)-5-(benzyloxy)bicyclo[2.2.1]heptan-2-yloxy)(tert-butyl)diphenylsilane (1334758-60-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ml2001467

Reference yield:

(1R,2S,4R,5S)-exo,exo-bicyclo[2.2.1]heptane-2,5-diol (135094-36-9) + benzyl bromide (100-39-0) → ((1R,2S,4R,5S)-5-(benzyloxy)bicyclo[2.2.1]heptan-2-yloxy)(tert-butyl)diphenylsilane (1334758-60-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 15-crown-5; sodium hydroxide / tetrahydrofuran / 10 - 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

With 1H-imidazole; 15-crown-5; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ml2001467

Reference yield: 100.0%

((1R,2S,4R,5S)-5-(benzyloxy)bicyclo[2.2.1]heptan-2-yloxy)(tert-butyl)diphenylsilane (1334758-60-9) → (1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-ol (1334758-61-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 24h;

DOI:10.1021/ml2001467

upstream raw materials:

(1R,2S,4R,5S)-5-(benzyloxy)bicyclo[2.2.1]heptan-2-ol

tert-butylchlorodiphenylsilane

(1R,2S,4R,5S)-exo,exo-bicyclo[2.2.1]heptane-2,5-diol

benzyl bromide

Downstream raw materials:

(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-ol

(1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-ol

1-((1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-yl)thiourea

2-((1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-ylamino)-5-isopropylthiazol-4(5H)-one

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