2-((1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-yl)isoindoline-1,3-dione

Base Information

Chemical Name:2-((1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-yl)isoindoline-1,3-dione
CAS No.:1191465-50-5
Molecular Formula:C₃₁H₃₃NO₃Si
Molecular Weight:495.693
Hs Code.:

Synonyms:2-((1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-yl)isoindoline-1,3-dione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-((1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-yl)isoindoline-1,3-dione

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Technology Process of 2-((1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-yl)isoindoline-1,3-dione

There total 6 articles about 2-((1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-yl)isoindoline-1,3-dione 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: 68.0%

: 136918-14-4,85-41-6
phthalimide

: 1191464-92-2
(1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-ol

: 1191465-50-5
2-((1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-yl)isoindoline-1,3-dione

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 32h; Inert atmosphere;
DOI:10.1021/ml2001467

Reference yield:

: 870708-23-9
(1R,2S,4R,5S)-5-(benzyloxy)bicyclo[2.2.1]heptan-2-ol

: 1191465-50-5
2-((1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-yl)isoindoline-1,3-dione

Guidance literature:: Multi-step reaction with 5 steps

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

2: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C

3: pyridinium chlorochromate / dichloromethane / 16 h / 0 °C

4: L-Selectride / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

5: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 32 h / 20 °C / Inert atmosphere

With 1H-imidazole; palladium 10% on activated carbon; hydrogen; L-Selectride; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 5: Mitsunobu reaction;
DOI:10.1021/ml2001467

Reference yield:

: 1334758-61-0
(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-ol

: 1191465-50-5
2-((1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-yl)isoindoline-1,3-dione

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium chlorochromate / dichloromethane / 16 h / 0 °C

2: L-Selectride / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 32 h / 20 °C / Inert atmosphere

With L-Selectride; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 3: Mitsunobu reaction;
DOI:10.1021/ml2001467