((4aS,5R,7R,8aS)-5-Benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-7-yloxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((4aS,5R,7R,8aS)-5-Benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-7-yloxy)-tert-butyl-dimethyl-silane
CAS No.:1027205-48-6
Molecular Formula:C₂₃H₃₈O₄Si
Molecular Weight:406.638
Hs Code.:

Synonyms:((4aS,5R,7R,8aS)-5-Benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-7-yloxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((4aS,5R,7R,8aS)-5-Benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-7-yloxy)-tert-butyl-dimethyl-silane

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Technology Process of ((4aS,5R,7R,8aS)-5-Benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-7-yloxy)-tert-butyl-dimethyl-silane

There total 1 articles about ((4aS,5R,7R,8aS)-5-Benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-7-yloxy)-tert-butyl-dimethyl-silane 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: 94.0%

: 77-76-9
2,2-dimethoxy-propane

: 205681-06-7
(1S,2R,3R,5S)-3-benzyloxy-5-(tert-butyldimethylsilyloxy)-2-hydroxymethyl-cyclohexanol

: 1027205-48-6
((4aS,5R,7R,8aS)-5-Benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-7-yloxy)-tert-butyl-dimethyl-silane

Guidance literature:: With pyridinium p-toluenesulfonate; In tetrahydrofuran; acetone; at 20 ℃;
DOI:10.1021/jo9908288

Reference yield:

: 1027205-48-6
((4aS,5R,7R,8aS)-5-Benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-7-yloxy)-tert-butyl-dimethyl-silane

: 90-01-7
salicylic alcohol

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / HCOONH₄ / methanol / 32 h

2: 94 percent / PDC / CH₂Cl₂ / 20 °C

3: TBAF / tetrahydrofuran / 20 °C

With dipyridinium dichromate; tetrabutyl ammonium fluoride; ammonium formate; In tetrahydrofuran; methanol; dichloromethane; 1: Hydrogenolysis / 2: Oxidation / 3: Aromatisation;
DOI:10.1021/jo9908288

Reference yield:

: 1027205-48-6
((4aS,5R,7R,8aS)-5-Benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-7-yloxy)-tert-butyl-dimethyl-silane

: Acetic acid (1R,5S,6R)-5-hydroxy-6-hydroxymethyl-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / HCOONH₄ / methanol / 32 h

2: 94 percent / PDC / CH₂Cl₂ / 20 °C

3: 62 percent / KF; 18-crown-6 / tetrahydrofuran / 20 °C

4: 90 percent / CeCl₃*7H₂O; NaBH₄ / methanol

5: 95 percent / DMAP / CH₂Cl₂ / 0 °C

6: 59 percent / PPTS / methanol / 20 °C

With dmap; potassium fluoride; sodium tetrahydroborate; dipyridinium dichromate; cerium(III) chloride; 18-crown-6 ether; ammonium formate; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; dichloromethane; 1: Hydrogenolysis / 2: Oxidation / 3: Elimination / 4: Reduction / 5: Acetylation / 6: Ring cleavage;
DOI:10.1021/jo9908288