(1R,3R,3aS,5R,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(2-oxo-propyl)-1,3,3a,4,5,7a-hexahydro-isobenzofuran-1-carbonitrile

Base Information

Chemical Name:(1R,3R,3aS,5R,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(2-oxo-propyl)-1,3,3a,4,5,7a-hexahydro-isobenzofuran-1-carbonitrile
CAS No.:287934-66-1
Molecular Formula:C₂₈H₃₃NO₃Si
Molecular Weight:459.66
Hs Code.:

Synonyms:(1R,3R,3aS,5R,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(2-oxo-propyl)-1,3,3a,4,5,7a-hexahydro-isobenzofuran-1-carbonitrile

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Chemical Property of (1R,3R,3aS,5R,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(2-oxo-propyl)-1,3,3a,4,5,7a-hexahydro-isobenzofuran-1-carbonitrile

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Technology Process of (1R,3R,3aS,5R,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(2-oxo-propyl)-1,3,3a,4,5,7a-hexahydro-isobenzofuran-1-carbonitrile

There total 9 articles about (1R,3R,3aS,5R,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(2-oxo-propyl)-1,3,3a,4,5,7a-hexahydro-isobenzofuran-1-carbonitrile 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:

: Acetic acid (3R,3aS,5R,7aR)-3-allyl-5-(tert-butyl-diphenyl-silanyloxy)-1,3,3a,4,5,7a-hexahydro-isobenzofuran-1-yl ester

: 287934-66-1
(1R,3R,3aS,5R,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(2-oxo-propyl)-1,3,3a,4,5,7a-hexahydro-isobenzofuran-1-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: BF₃*OEt₂ / CH₂Cl₂ / -78 - 20 °C

2: 86 percent / O₂; PdCl₂; aq. CuCl / dimethylformamide

With boron trifluoride diethyl etherate; oxygen; copper(l) chloride; palladium dichloride; In dichloromethane; N,N-dimethyl-formamide; 2: Wacker oxidation;
DOI:10.1021/ja011285y

Reference yield:

: 369362-22-1
(3R,3aS,5R,7aR)-3-Allyl-5-(tert-butyl-diphenyl-silanyloxy)-1,3,3a,4,5,7a-hexahydro-isobenzofuran-1-ol

: 287934-66-1
(1R,3R,3aS,5R,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(2-oxo-propyl)-1,3,3a,4,5,7a-hexahydro-isobenzofuran-1-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / -78 - 20 °C

2: BF₃*OEt₂ / CH₂Cl₂ / -78 - 20 °C

3: 86 percent / O₂; PdCl₂; aq. CuCl / dimethylformamide

With boron trifluoride diethyl etherate; oxygen; triethylamine; copper(l) chloride; palladium dichloride; In dichloromethane; N,N-dimethyl-formamide; 3: Wacker oxidation;
DOI:10.1021/ja011285y

Reference yield:

: 287934-62-7
(1S,3R,3aS,5R,7aR)-3-Allyl-5-(tert-butyl-diphenyl-silanyloxy)-1,3,3a,4,5,7a-hexahydro-isobenzofuran-1-carbonitrile

: 287934-66-1
(1R,3R,3aS,5R,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(2-oxo-propyl)-1,3,3a,4,5,7a-hexahydro-isobenzofuran-1-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / KOtBu / 2-methyl-propan-2-ol / 20 °C

2: 86 percent / O₂; PdCl₂; aq. CuCl / dimethylformamide

With potassium tert-butylate; oxygen; copper(l) chloride; palladium dichloride; In N,N-dimethyl-formamide; tert-butyl alcohol; 2: Wacker oxidation;
DOI:10.1021/ja011285y