[(2R,3S,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan-2-yl]-methanol

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Chemical Name:[(2R,3S,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan-2-yl]-methanol
CAS No.:502687-22-1
Molecular Formula:C₄₅H₆₂O₆Si₃
Molecular Weight:783.24
Hs Code.:

Synonyms:[(2R,3S,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan-2-yl]-methanol

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Chemical Property of [(2R,3S,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan-2-yl]-methanol

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Technology Process of [(2R,3S,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan-2-yl]-methanol

There total 4 articles about [(2R,3S,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan-2-yl]-methanol 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: 70.0%

: 502687-21-0
(3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-2-methylene-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan

: 502687-22-1
[(2R,3S,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan-2-yl]-methanol

: 502687-31-2
[(2S,3S,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan-2-yl]-methanol

Guidance literature:: (3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-2-methylene-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan; With dimethylsulfide borane complex;

With sodium hydroxide; dihydrogen peroxide;
DOI:10.1021/ol027389a

Reference yield:

: 994-30-9
triethylsilyl chloride

: 502687-22-1
[(2R,3S,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan-2-yl]-methanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 11.5 g / imidazole / dimethylformamide / 0.5 h / 0 °C

2.1: 100 percent / toluene; tetrahydrofuran / 3 h / 90 °C

3.1: BH₃*SMe₂ / tetrahydrofuran / 0.75 h / 0 - 20 °C

3.2: 70 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 0 - 20 °C

With 1H-imidazole; dimethylsulfide borane complex; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo051479m

Reference yield:

: 502687-20-9
(3R,3aR,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-tetrahydro-furo[3,2-b]furan-2-one

: 502687-22-1
[(2R,3S,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan-2-yl]-methanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 11.5 g / imidazole / dimethylformamide / 0.5 h / 0 °C

2.1: 100 percent / toluene; tetrahydrofuran / 3 h / 90 °C

3.1: BH₃*SMe₂ / tetrahydrofuran / 0.75 h / 0 - 20 °C

3.2: 70 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 0 - 20 °C

With 1H-imidazole; dimethylsulfide borane complex; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo051479m