(-)-(3aR,5aR,8E,10aR)-8-(tert-butyldiphenylsilyloxymethyl)-2,3,3a,4,5,5a,6,7,10,10a-decahydro-3a,5a-dimethyl-1-isopropyl-6-oxocyclohepta[e]indene

Base Information

Chemical Name:(-)-(3aR,5aR,8E,10aR)-8-(tert-butyldiphenylsilyloxymethyl)-2,3,3a,4,5,5a,6,7,10,10a-decahydro-3a,5a-dimethyl-1-isopropyl-6-oxocyclohepta[e]indene
CAS No.:1616966-18-7
Molecular Formula:C₃₆H₄₈O₂Si
Molecular Weight:540.861
Hs Code.:

Synonyms:(-)-(3aR,5aR,8E,10aR)-8-(tert-butyldiphenylsilyloxymethyl)-2,3,3a,4,5,5a,6,7,10,10a-decahydro-3a,5a-dimethyl-1-isopropyl-6-oxocyclohepta[e]indene

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Chemical Property of (-)-(3aR,5aR,8E,10aR)-8-(tert-butyldiphenylsilyloxymethyl)-2,3,3a,4,5,5a,6,7,10,10a-decahydro-3a,5a-dimethyl-1-isopropyl-6-oxocyclohepta[e]indene

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Technology Process of (-)-(3aR,5aR,8E,10aR)-8-(tert-butyldiphenylsilyloxymethyl)-2,3,3a,4,5,5a,6,7,10,10a-decahydro-3a,5a-dimethyl-1-isopropyl-6-oxocyclohepta[e]indene

There total 3 articles about (-)-(3aR,5aR,8E,10aR)-8-(tert-butyldiphenylsilyloxymethyl)-2,3,3a,4,5,5a,6,7,10,10a-decahydro-3a,5a-dimethyl-1-isopropyl-6-oxocyclohepta[e]indene 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:

: 1616966-19-8
C₄₃H₅₂O₄SSi

: 1616966-18-7
(-)-(3aR,5aR,8E,10aR)-8-(tert-butyldiphenylsilyloxymethyl)-2,3,3a,4,5,5a,6,7,10,10a-decahydro-3a,5a-dimethyl-1-isopropyl-6-oxocyclohepta[e]indene

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 100 ℃; for 0.5h;
DOI:10.1038/ja.2014.23

Reference yield:

: 1616966-17-6
(-)-(3aS,5aR,8E,10aR)-8-(tert-butyldiphenylsilyloxymethyl)-2,3,3a,4,5,5a,6,7,10,10a-decahydro-3a-hydroxymethyl-1-isopropyl-5a-methyl-6-oxocyclohepta[e]indene

: 1616966-18-7
(-)-(3aR,5aR,8E,10aR)-8-(tert-butyldiphenylsilyloxymethyl)-2,3,3a,4,5,5a,6,7,10,10a-decahydro-3a,5a-dimethyl-1-isopropyl-6-oxocyclohepta[e]indene

Guidance literature:: Multi-step reaction with 2 steps

1: dmap / dichloromethane / 2 h / 20 °C

2: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 0.5 h / 100 °C

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; toluene; 2: |Barton-McCombie Deoxygenation;
DOI:10.1038/ja.2014.23

Reference yield:

: (+)-(3aS,5aR,10aR)-8-(tert-butyldiphenylsilyloxymethyl)-2,3,3a,4,5,5a,6,7,10,10a-decahydro-1-isopropyl-5a-methyl-6-oxocyclohepta[e]indene-3a-carbaldehyde

: 1616966-18-7
(-)-(3aR,5aR,8E,10aR)-8-(tert-butyldiphenylsilyloxymethyl)-2,3,3a,4,5,5a,6,7,10,10a-decahydro-3a,5a-dimethyl-1-isopropyl-6-oxocyclohepta[e]indene

Guidance literature:: Multi-step reaction with 3 steps

1: zinc(II) tetrahydroborate / tetrahydrofuran / 0.5 h / -20 - -5 °C

2: dmap / dichloromethane / 2 h / 20 °C

3: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 0.5 h / 100 °C

With dmap; zinc(II) tetrahydroborate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In tetrahydrofuran; dichloromethane; toluene; 3: |Barton-McCombie Deoxygenation;
DOI:10.1038/ja.2014.23