(1S,3S)-1-tert-butyldiphenylsiloxy-3-hydroxy-3-isopropenyl-1,2,3,4-tetrahydro-naphthalen-3-one

Base Information

Chemical Name:(1S,3S)-1-tert-butyldiphenylsiloxy-3-hydroxy-3-isopropenyl-1,2,3,4-tetrahydro-naphthalen-3-one
CAS No.:885122-07-6
Molecular Formula:C₂₉H₃₄O₂Si
Molecular Weight:442.673
Hs Code.:

Synonyms:(1S,3S)-1-tert-butyldiphenylsiloxy-3-hydroxy-3-isopropenyl-1,2,3,4-tetrahydro-naphthalen-3-one

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Chemical Property of (1S,3S)-1-tert-butyldiphenylsiloxy-3-hydroxy-3-isopropenyl-1,2,3,4-tetrahydro-naphthalen-3-one

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Technology Process of (1S,3S)-1-tert-butyldiphenylsiloxy-3-hydroxy-3-isopropenyl-1,2,3,4-tetrahydro-naphthalen-3-one

There total 6 articles about (1S,3S)-1-tert-butyldiphenylsiloxy-3-hydroxy-3-isopropenyl-1,2,3,4-tetrahydro-naphthalen-3-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: 67.0%

: 885122-10-1
(S)-1-tert-butyldiphenylsiloxy-3-hydroxy-1,2,3,4-tetrahydro-naphthalen-3-one

: 13291-18-4
isopropenylmagnesium bromide

: 885122-07-6
(1S,3S)-1-tert-butyldiphenylsiloxy-3-hydroxy-3-isopropenyl-1,2,3,4-tetrahydro-naphthalen-3-one

: (1R,3S)-1-tert-butyldiphenylsiloxy-3-hydroxy-3-isopropenyl-1,2,3,4-tetrahydro-naphthalen-3-one

Guidance literature:: (S)-1-tert-butyldiphenylsiloxy-3-hydroxy-1,2,3,4-tetrahydro-naphthalen-3-one; With cerium(III) chloride; In tetrahydrofuran; for 1.5h;

isopropenylmagnesium bromide; In tetrahydrofuran; at 0 ℃; Further stages.;
DOI:10.1021/jo062542q

Reference yield:

: C₂₆H₂₈O₂Si

: 885122-07-6
(1S,3S)-1-tert-butyldiphenylsiloxy-3-hydroxy-3-isopropenyl-1,2,3,4-tetrahydro-naphthalen-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 5.95 g / lithium aluminum hydride / diethyl ether / 0 - 20 °C

2.1: 90 percent / IBX / ethyl acetate / 6 h / 85 °C

3.1: cerium(III) chloride heptahydrate / tetrahydrofuran / 1.5 h

3.2: 67 percent / tetrahydrofuran / 0 °C

With lithium aluminium tetrahydride; cerium(III) chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; ethyl acetate;
DOI:10.1021/jo062542q

Reference yield:

: 936330-66-4
(1S)-1-tert-butyldiphenylsiloxy-3-hydroxy-1,2,3,4-tetrahydro-naphthalene

: 885122-07-6
(1S,3S)-1-tert-butyldiphenylsiloxy-3-hydroxy-3-isopropenyl-1,2,3,4-tetrahydro-naphthalen-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / IBX / ethyl acetate / 6 h / 85 °C

2.1: cerium(III) chloride heptahydrate / tetrahydrofuran / 1.5 h

2.2: 67 percent / tetrahydrofuran / 0 °C

With cerium(III) chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethyl acetate;
DOI:10.1021/jo062542q