(3S,3aR,4R,7R,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3a-hydroxy-6-methyl-2,3,3a,4,7,7a-hexahydro-benzofuran-4-carbaldehyde

Base Information

Chemical Name:(3S,3aR,4R,7R,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3a-hydroxy-6-methyl-2,3,3a,4,7,7a-hexahydro-benzofuran-4-carbaldehyde
CAS No.:132180-04-2
Molecular Formula:C₃₂H₄₆O₅Si₂
Molecular Weight:566.885
Hs Code.:

(3S,3aR,4R,7R,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3a-hydroxy-6-methyl-2,3,3a,4,7,7a-hexahydro-benzofuran-4-carbaldehyde

Synonyms:(3S,3aR,4R,7R,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3a-hydroxy-6-methyl-2,3,3a,4,7,7a-hexahydro-benzofuran-4-carbaldehyde

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Chemical Property of (3S,3aR,4R,7R,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3a-hydroxy-6-methyl-2,3,3a,4,7,7a-hexahydro-benzofuran-4-carbaldehyde

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Technology Process of (3S,3aR,4R,7R,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3a-hydroxy-6-methyl-2,3,3a,4,7,7a-hexahydro-benzofuran-4-carbaldehyde

There total 1 articles about (3S,3aR,4R,7R,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3a-hydroxy-6-methyl-2,3,3a,4,7,7a-hexahydro-benzofuran-4-carbaldehyde 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:

: 132180-03-1
(3S,3aR,4S,7R,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-4-hydroxymethyl-6-methyl-2,3,7,7a-tetrahydro-4H-benzofuran-3a-ol

: 132180-04-2
(3S,3aR,4R,7R,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3a-hydroxy-6-methyl-2,3,3a,4,7,7a-hexahydro-benzofuran-4-carbaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;

Reference yield:

: 115726-23-3
triphenylmethyl trifluoromethanesulfonate

: 132180-04-2
(3S,3aR,4R,7R,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3a-hydroxy-6-methyl-2,3,3a,4,7,7a-hexahydro-benzofuran-4-carbaldehyde

: (2R,2aR,5R,5aR,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-2-trityloxy-2,2a,5,5a,7,8-hexahydro-1,6-dioxa-cyclobuta[d]indene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃;

Reference yield:

: 132180-04-2
(3S,3aR,4R,7R,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3a-hydroxy-6-methyl-2,3,3a,4,7,7a-hexahydro-benzofuran-4-carbaldehyde

: 132204-66-1
C₇₂H₉₂O₇Si₂

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-lutidine / CH₂Cl₂ / 0 °C

2: n-Bu₄NF / 4 h / 0 °C

3: 82 percent / (CF₃CO)2O, DMSO / CH₂Cl₂ / -65 °C

4: 1.) n-BuLi / 1.) THF, -60 deg C, 2.) THF, from -60 deg C to -20 deg C, 2 h

With 2,6-dimethylpyridine; n-butyllithium; tetrabutyl ammonium fluoride; dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane;