(7aR,1R)-4-(2-benzyloxyethyl)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol, pivaloate ester

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Chemical Name:(7aR,1R)-4-(2-benzyloxyethyl)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol, pivaloate ester
CAS No.:358657-53-1
Molecular Formula:C₂₄H₃₂O₄
Molecular Weight:384.516
Hs Code.:

Synonyms:(7aR,1R)-4-(2-benzyloxyethyl)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol, pivaloate ester

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Chemical Property of (7aR,1R)-4-(2-benzyloxyethyl)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol, pivaloate ester

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Technology Process of (7aR,1R)-4-(2-benzyloxyethyl)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol, pivaloate ester

There total 3 articles about (7aR,1R)-4-(2-benzyloxyethyl)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol, pivaloate ester 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: 61.0%

: 54555-84-9
benzyl iodoethyl ether

: 358657-52-0
(7aR,1R)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol, pivaloate ester

: 358657-53-1
(7aR,1R)-4-(2-benzyloxyethyl)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol, pivaloate ester

Guidance literature:: (7aR,1R)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol, pivaloate ester; With sodium methylsulfinylmethanide; In tetrahydrofuran; dimethyl sulfoxide; at -78 - 20 ℃;

benzyl iodoethyl ether; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 6h; Further stages.;
DOI:10.1021/ol015763l

Reference yield:

: 17553-88-7
(1R,7aR)-3,6,7,7a-tetrahydro-1-hydroxy-7a-methyl-1H-inden-5(2H)-one

: 358657-53-1
(7aR,1R)-4-(2-benzyloxyethyl)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol, pivaloate ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 37.8 g / 4-dimethylaminopyridine / pyridine / 17 h / 20 °C

2.1: NaCH₂SOCH₃ / dimethylsulfoxide; tetrahydrofuran / -78 - 20 °C

2.2: 61 percent / tetrahydrofuran; dimethylsulfoxide / 6 h / 20 °C

With dmap; sodium methylsulfinylmethanide; In tetrahydrofuran; pyridine; dimethyl sulfoxide;
DOI:10.1021/ol015763l

Reference yield:

: 17553-86-5,19576-08-0,20007-98-1,17553-89-8
(R)-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione

: 358657-53-1
(7aR,1R)-4-(2-benzyloxyethyl)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol, pivaloate ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaBH₄ / ethanol / -78 - 5 °C

2.1: 37.8 g / 4-dimethylaminopyridine / pyridine / 17 h / 20 °C

3.1: NaCH₂SOCH₃ / dimethylsulfoxide; tetrahydrofuran / -78 - 20 °C

3.2: 61 percent / tetrahydrofuran; dimethylsulfoxide / 6 h / 20 °C

With dmap; sodium tetrahydroborate; sodium methylsulfinylmethanide; In tetrahydrofuran; pyridine; ethanol; dimethyl sulfoxide;
DOI:10.1021/ol015763l