(1S,2aR,3R,5aS,8aR,8bR)-8b-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-3-hydroxymethyl-7,7-dimethyl-3-phenylselanyl-decahydro-5-oxa-cyclobuta[e]azulen-4-one

Base Information

Chemical Name:(1S,2aR,3R,5aS,8aR,8bR)-8b-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-3-hydroxymethyl-7,7-dimethyl-3-phenylselanyl-decahydro-5-oxa-cyclobuta[e]azulen-4-one
CAS No.:79745-95-2
Molecular Formula:C₂₇H₄₂O₅SeSi
Molecular Weight:553.673
Hs Code.:

(1S,2aR,3R,5aS,8aR,8bR)-8b-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-3-hydroxymethyl-7,7-dimethyl-3-phenylselanyl-decahydro-5-oxa-cyclobuta[e]azulen-4-one

Synonyms:(1S,2aR,3R,5aS,8aR,8bR)-8b-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-3-hydroxymethyl-7,7-dimethyl-3-phenylselanyl-decahydro-5-oxa-cyclobuta[e]azulen-4-one

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Chemical Property of (1S,2aR,3R,5aS,8aR,8bR)-8b-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-3-hydroxymethyl-7,7-dimethyl-3-phenylselanyl-decahydro-5-oxa-cyclobuta[e]azulen-4-one

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Technology Process of (1S,2aR,3R,5aS,8aR,8bR)-8b-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-3-hydroxymethyl-7,7-dimethyl-3-phenylselanyl-decahydro-5-oxa-cyclobuta[e]azulen-4-one

There total 7 articles about (1S,2aR,3R,5aS,8aR,8bR)-8b-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-3-hydroxymethyl-7,7-dimethyl-3-phenylselanyl-decahydro-5-oxa-cyclobuta[e]azulen-4-one 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: 82.0%

: 79813-04-0
(1S,2aR,3R,5aS,8aR,8bR)-8b-(tert-Butyl-dimethyl-silanyloxymethyl)-3-hydroxymethyl-7,7-dimethyl-3-phenylselanyl-1-(tetrahydro-pyran-2-yloxy)-decahydro-5-oxa-cyclobuta[e]azulen-4-one

: 79745-95-2
(1S,2aR,3R,5aS,8aR,8bR)-8b-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-3-hydroxymethyl-7,7-dimethyl-3-phenylselanyl-decahydro-5-oxa-cyclobuta[e]azulen-4-one

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; at 22 ℃; for 24h;
DOI:10.1021/ja00367a018

Reference yield:

: 79745-93-0
(2aR,5aR,8aS,8bR)-8b-Hydroxymethyl-7,7-dimethyl-octahydro-5-oxa-cyclobuta[e]azulene-1,4-dione

: 79745-95-2
(1S,2aR,3R,5aS,8aR,8bR)-8b-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-3-hydroxymethyl-7,7-dimethyl-3-phenylselanyl-decahydro-5-oxa-cyclobuta[e]azulen-4-one

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / imidazole / dimethylformamide / 2 h / 25 °C

2: 94 percent / sodium borohydride / methanol / 0.13 h / 0 °C

3: 98 percent / pyridinium tosylate / CH₂Cl₂ / 2 h / 22 °C

5: 82 percent / pyridinium tosylate / methanol / 24 h / 22 °C

With 1H-imidazole; sodium tetrahydroborate; pyridinium p-toluenesulfonate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00367a018

Reference yield:

: 79745-94-1
(1R,2aR,5aR,8aS,8bR)-8b-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-7,7-dimethyl-decahydro-5-oxa-cyclobuta[e]azulen-4-one

: 79745-95-2
(1S,2aR,3R,5aS,8aR,8bR)-8b-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-3-hydroxymethyl-7,7-dimethyl-3-phenylselanyl-decahydro-5-oxa-cyclobuta[e]azulen-4-one

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / pyridinium tosylate / CH₂Cl₂ / 2 h / 22 °C

3: 82 percent / pyridinium tosylate / methanol / 24 h / 22 °C

With pyridinium p-toluenesulfonate; In methanol; dichloromethane;
DOI:10.1021/ja00367a018