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

Base Information

Chemical Name:(7R,9R)-7-acetoxymethyl-9-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-1,4,8-trioxaspiro[4.5]decane
CAS No.:1352746-28-1
Molecular Formula:C₂₅H₃₄O₇
Molecular Weight:446.541
Hs Code.:

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

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

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

There total 3 articles about (7R,9R)-7-acetoxymethyl-9-[(4S)-4-benzyloxy-3,3-dimethyl-2-oxohex-5-enyl]-1,4,8-trioxaspiro[4.5]decane 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: 89.0%

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

: 107-21-1
ethylene glycol

: 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:: With pyridinium p-toluenesulfonate; In benzene; for 2h; Inert atmosphere; Reflux;
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

Reference yield:

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

: 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 3 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h / 20 °C / Inert atmosphere

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

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

With pyridinium p-toluenesulfonate; periodic acid; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; benzene;
DOI:10.1016/j.tet.2011.09.064