(2R,6S)-2-acetoxymethyl-6-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-4-methyl-4,1'-epoxytetrahydropyran

Base Information

Chemical Name:(2R,6S)-2-acetoxymethyl-6-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-4-methyl-4,1'-epoxytetrahydropyran
CAS No.:1352746-24-7
Molecular Formula:C₂₄H₃₂O₆
Molecular Weight:416.514
Hs Code.:

Synonyms:(2R,6S)-2-acetoxymethyl-6-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-4-methyl-4,1'-epoxytetrahydropyran

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Chemical Property of (2R,6S)-2-acetoxymethyl-6-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-4-methyl-4,1'-epoxytetrahydropyran

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Technology Process of (2R,6S)-2-acetoxymethyl-6-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-4-methyl-4,1'-epoxytetrahydropyran

There total 1 articles about (2R,6S)-2-acetoxymethyl-6-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-4-methyl-4,1'-epoxytetrahydropyran 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%

: (2R,6S)-2-(acetoxymethyl)-6-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-4-methylidenetetrahydropyran

: 1352746-24-7
(2R,6S)-2-acetoxymethyl-6-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-4-methyl-4,1'-epoxytetrahydropyran

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1016/j.tet.2011.09.064

Reference yield: 91.0%

: 1352746-24-7
(2R,6S)-2-acetoxymethyl-6-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-4-methyl-4,1'-epoxytetrahydropyran

: 1352746-26-9
(2R,6S)-2-acetoxymethyl-6-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]tetrahydropyran-4-one

Guidance literature:: With periodic acid; In diethyl ether; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1016/j.tet.2011.09.064

Reference yield:

: 1352746-24-7
(2R,6S)-2-acetoxymethyl-6-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-4-methyl-4,1'-epoxytetrahydropyran

: 1352746-28-1
(7R,9R)-7-acetoxymethyl-9-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-1,4,8-trioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 2 steps

1: periodic acid / diethyl ether / 18 h / 20 °C / Inert atmosphere

2: pyridinium p-toluenesulfonate / benzene / 2 h / Inert atmosphere; Reflux

With pyridinium p-toluenesulfonate; periodic acid; In diethyl ether; benzene;
DOI:10.1016/j.tet.2011.09.064