(+)-(2R,3S,4S,6S)-4-(tert-butyldimethylsilyloxy)-2,3-dihydroxy-6-methylcyclohexanone

Base Information

Chemical Name:(+)-(2R,3S,4S,6S)-4-(tert-butyldimethylsilyloxy)-2,3-dihydroxy-6-methylcyclohexanone
CAS No.:887404-70-8
Molecular Formula:C₁₃H₂₆O₄Si
Molecular Weight:274.433
Hs Code.:

Synonyms:(+)-(2R,3S,4S,6S)-4-(tert-butyldimethylsilyloxy)-2,3-dihydroxy-6-methylcyclohexanone

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Chemical Property of (+)-(2R,3S,4S,6S)-4-(tert-butyldimethylsilyloxy)-2,3-dihydroxy-6-methylcyclohexanone

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Technology Process of (+)-(2R,3S,4S,6S)-4-(tert-butyldimethylsilyloxy)-2,3-dihydroxy-6-methylcyclohexanone

There total 3 articles about (+)-(2R,3S,4S,6S)-4-(tert-butyldimethylsilyloxy)-2,3-dihydroxy-6-methylcyclohexanone 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:

: (4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-phenylsulfanyl-cyclohex-2-enone

: 887404-70-8
(+)-(2R,3S,4S,6S)-4-(tert-butyldimethylsilyloxy)-2,3-dihydroxy-6-methylcyclohexanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butoxide / tetrahydrofuran / 0.25 h / -78 °C

1.2: tetrahydrofuran / 2 h / 20 °C

2.1: N-methylmorpholine N-oxide; water / osmium tetroxide / acetone; 2-methyl-propan-2-ol / 4 h / 20 °C

3.1: Bu₃SnH; AIBN / toluene / 4 h / Heating

With 2,2'-azobis(isobutyronitrile); potassium tert-butylate; water; tri-n-butyl-tin hydride; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; acetone; toluene; tert-butyl alcohol;
DOI:10.1021/ol060173e

Reference yield:

: 887404-60-6
(4S,6R)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone

: 887404-70-8
(+)-(2R,3S,4S,6S)-4-(tert-butyldimethylsilyloxy)-2,3-dihydroxy-6-methylcyclohexanone

Guidance literature:: Multi-step reaction with 2 steps

1: N-methylmorpholine N-oxide; water / osmium tetroxide / acetone; 2-methyl-propan-2-ol / 4 h / 20 °C

2: Bu₃SnH; AIBN / toluene / 4 h / Heating

With 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In acetone; toluene; tert-butyl alcohol;
DOI:10.1021/ol060173e