(+)-<2R,4E,6(2R,4S,6S,8R,9S)>-6-(4-benzoyloxy-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-2-yl)-2,4-dimethyl-4-hexenal

Base Information

Chemical Name:(+)-<2R,4E,6(2R,4S,6S,8R,9S)>-6-(4-benzoyloxy-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-2-yl)-2,4-dimethyl-4-hexenal
CAS No.:115031-05-5
Molecular Formula:C₂₆H₃₆O₅
Molecular Weight:428.569
Hs Code.:

Synonyms:(+)-<2R,4E,6(2R,4S,6S,8R,9S)>-6-(4-benzoyloxy-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-2-yl)-2,4-dimethyl-4-hexenal

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Chemical Property of (+)-<2R,4E,6(2R,4S,6S,8R,9S)>-6-(4-benzoyloxy-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-2-yl)-2,4-dimethyl-4-hexenal

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Technology Process of (+)-<2R,4E,6(2R,4S,6S,8R,9S)>-6-(4-benzoyloxy-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-2-yl)-2,4-dimethyl-4-hexenal

There total 3 articles about (+)-<2R,4E,6(2R,4S,6S,8R,9S)>-6-(4-benzoyloxy-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-2-yl)-2,4-dimethyl-4-hexenal 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: 85.0%

: 127785-57-3
(+)-<2R(3E,5R),4S,6S,8R,9S>-2-<6-hydroxy-3,5-dimethyl-2-hexenyl>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-4-ol benzoate

: 115031-05-5
(+)-<2R,4E,6(2R,4S,6S,8R,9S)>-6-(4-benzoyloxy-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-2-yl)-2,4-dimethyl-4-hexenal

Guidance literature:: With 4 A molecular sieve; 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate; In dichloromethane; 1.) room temp., 10 min; 2.) 40 min;
DOI:10.1016/S0040-4020(01)89182-1

Reference yield:

: 127785-56-2
(+)-<2R(2E,4R),4S,6S,8R,9S>-2-<6-(tert-butyldiphenylsilyloxy)-3,5-dimethyl-2-hexenyl>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-4-ol benzoate

: 115031-05-5
(+)-<2R,4E,6(2R,4S,6S,8R,9S)>-6-(4-benzoyloxy-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-2-yl)-2,4-dimethyl-4-hexenal

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutylammonium fluoride / tetrahydrofuran / 4 h

2: 1) (COCl)2, DMSO, 2) Et₃N / 1) -60 deg C, 20 min, 2) -60 deg C to room temp., 1 h

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)96834-5

Reference yield:

: 109826-76-8
(+)-<2R(2E,4R),4S,6S,8R,9S>-2-<6-(tert-butyldiphenylsilyloxy)-3,5-dimethyl-2-hexenyl>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-4-ol

: 115031-05-5
(+)-<2R,4E,6(2R,4S,6S,8R,9S)>-6-(4-benzoyloxy-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-2-yl)-2,4-dimethyl-4-hexenal

Guidance literature:: Multi-step reaction with 3 steps

1: 4-dimethylaminopyridine / pyridine / 16 h

2: tetrabutylammonium fluoride / tetrahydrofuran / 4 h

3: 1) (COCl)2, DMSO, 2) Et₃N / 1) -60 deg C, 20 min, 2) -60 deg C to room temp., 1 h

With dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine;
DOI:10.1016/S0040-4039(00)96834-5