(5R,7R,8S,9S)-7-(Benzoyloxy)-9-bromo-8-hydroxy-2,2-dimethyl-1,3-dioxaspiro<4.5>decane

Base Information

Chemical Name:(5R,7R,8S,9S)-7-(Benzoyloxy)-9-bromo-8-hydroxy-2,2-dimethyl-1,3-dioxaspiro<4.5>decane
CAS No.:123641-60-1
Molecular Formula:C₁₇H₂₁BrO₅
Molecular Weight:385.255
Hs Code.:

Synonyms:(5R,7R,8S,9S)-7-(Benzoyloxy)-9-bromo-8-hydroxy-2,2-dimethyl-1,3-dioxaspiro<4.5>decane

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Chemical Property of (5R,7R,8S,9S)-7-(Benzoyloxy)-9-bromo-8-hydroxy-2,2-dimethyl-1,3-dioxaspiro<4.5>decane

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Technology Process of (5R,7R,8S,9S)-7-(Benzoyloxy)-9-bromo-8-hydroxy-2,2-dimethyl-1,3-dioxaspiro<4.5>decane

There total 5 articles about (5R,7R,8S,9S)-7-(Benzoyloxy)-9-bromo-8-hydroxy-2,2-dimethyl-1,3-dioxaspiro<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: 84.0%

: 123641-59-8
(5R,7R,8S,9S)-8-(Benzoyloxy)-9-bromo-7-hydroxy-2,2-dimethyl-1,3-dioxaspiro<4.5>decane

: 123641-60-1
(5R,7R,8S,9S)-7-(Benzoyloxy)-9-bromo-8-hydroxy-2,2-dimethyl-1,3-dioxaspiro<4.5>decane

Guidance literature:: With ammonium hydroxide; ammonium chloride; In isopropyl alcohol; for 17h; Ambient temperature;
DOI:10.1021/jo00117a008

Reference yield:

: 216662-57-6
(1S,3R,4R,5R)-3,4-O-Benzylidene-1,3,4-trihydroxy-6-oxabicyclo<3.2.1>octan-7-one

: 123641-60-1
(5R,7R,8S,9S)-7-(Benzoyloxy)-9-bromo-8-hydroxy-2,2-dimethyl-1,3-dioxaspiro<4.5>decane

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / N-bromosuccinimide / CCl₄ / 1.3 h

2: 1.) NaBH₄, 2.) p-TsOH / 1.) i-PrOH, 2.) acetone, reflux, 2 h

With sodium tetrahydroborate; N-Bromosuccinimide; toluene-4-sulfonic acid; In tetrachloromethane;
DOI:10.1021/ja00206a059

Reference yield:

: 77-95-2
D-(-)-quinic acid

: 123641-60-1
(5R,7R,8S,9S)-7-(Benzoyloxy)-9-bromo-8-hydroxy-2,2-dimethyl-1,3-dioxaspiro<4.5>decane

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / p-TsOH / benzene / 19 h / Heating

2: 76 percent / N-bromosuccinimide / CCl₄ / 1.3 h

3: 1.) NaBH₄, 2.) p-TsOH / 1.) i-PrOH, 2.) acetone, reflux, 2 h

With sodium tetrahydroborate; N-Bromosuccinimide; toluene-4-sulfonic acid; In tetrachloromethane; benzene;
DOI:10.1021/ja00206a059