(3aS,4S,5R,6aR)-5-(tert-butyldimethylsilyloxy)-4-(trityloxymethyl)-hexahydropentalen-2(1H)-one

Base Information

Chemical Name:(3aS,4S,5R,6aR)-5-(tert-butyldimethylsilyloxy)-4-(trityloxymethyl)-hexahydropentalen-2(1H)-one
CAS No.:871094-96-1
Molecular Formula:C₃₄H₄₂O₃Si
Molecular Weight:526.791
Hs Code.:

Synonyms:(3aS,4S,5R,6aR)-5-(tert-butyldimethylsilyloxy)-4-(trityloxymethyl)-hexahydropentalen-2(1H)-one

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Chemical Property of (3aS,4S,5R,6aR)-5-(tert-butyldimethylsilyloxy)-4-(trityloxymethyl)-hexahydropentalen-2(1H)-one

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Technology Process of (3aS,4S,5R,6aR)-5-(tert-butyldimethylsilyloxy)-4-(trityloxymethyl)-hexahydropentalen-2(1H)-one

There total 5 articles about (3aS,4S,5R,6aR)-5-(tert-butyldimethylsilyloxy)-4-(trityloxymethyl)-hexahydropentalen-2(1H)-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: 97.0%

: 871095-04-4
(3aS,4S,5R,6aR)-5-((tert-butyldimethylsilyl)oxy)-4-(hydroxymethyl)hexahydropentalen-2(1H)-one

: 76-83-5
trityl chloride

: 871094-96-1
(3aS,4S,5R,6aR)-5-(tert-butyldimethylsilyloxy)-4-(trityloxymethyl)-hexahydropentalen-2(1H)-one

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/ol0515762

Reference yield:

: 127708-13-8
methyl (3a'S,4'R,5'R,6a'R)-5'-(tert-butyldimethylsilyloxy)-5,5-dimethylhexahydro-1'H-spiro[[1,3]dioxane-2,2'-pentalene]-4'-carboxylate

: 871094-96-1
(3aS,4S,5R,6aR)-5-(tert-butyldimethylsilyloxy)-4-(trityloxymethyl)-hexahydropentalen-2(1H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / i-Bu₂AlH / CH₂Cl₂ / 6 h / -78 °C

2: 92 percent / p-toluenesulfonic acid; acetone / 3 h

3: 97 percent / triethylamine; DMAP / CH₂Cl₂ / 5 h / 20 °C

With dmap; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; acetone; In dichloromethane;
DOI:10.1021/ol0515762

Reference yield:

: 116896-28-7
[(3a'S,4'S,5'R,6a'R)-5'-(tert-butyldimethylsilyloxy)-5,5-dimethylhexahydro-1'H-spiro[[1,3]dioxane-2,2'-pentalen]-4'-yl]methanol

: 871094-96-1
(3aS,4S,5R,6aR)-5-(tert-butyldimethylsilyloxy)-4-(trityloxymethyl)-hexahydropentalen-2(1H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / p-toluenesulfonic acid; acetone / 3 h

2: 97 percent / triethylamine; DMAP / CH₂Cl₂ / 5 h / 20 °C

With dmap; toluene-4-sulfonic acid; triethylamine; acetone; In dichloromethane;
DOI:10.1021/ol0515762