Benzoic acid (5R,7R,8S,9R)-8-bromo-9-hydroxy-2,2-dimethyl-1,3-dioxa-spiro[4.5]dec-7-yl ester

Base Information

Chemical Name:Benzoic acid (5R,7R,8S,9R)-8-bromo-9-hydroxy-2,2-dimethyl-1,3-dioxa-spiro[4.5]dec-7-yl ester
CAS No.:141171-60-0
Molecular Formula:C₁₇H₂₁BrO₅
Molecular Weight:385.255
Hs Code.:

Synonyms:Benzoic acid (5R,7R,8S,9R)-8-bromo-9-hydroxy-2,2-dimethyl-1,3-dioxa-spiro[4.5]dec-7-yl ester

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Chemical Property of Benzoic acid (5R,7R,8S,9R)-8-bromo-9-hydroxy-2,2-dimethyl-1,3-dioxa-spiro[4.5]dec-7-yl ester

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Technology Process of Benzoic acid (5R,7R,8S,9R)-8-bromo-9-hydroxy-2,2-dimethyl-1,3-dioxa-spiro[4.5]dec-7-yl ester

There total 11 articles about Benzoic acid (5R,7R,8S,9R)-8-bromo-9-hydroxy-2,2-dimethyl-1,3-dioxa-spiro[4.5]dec-7-yl ester 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: 79.0%

: 135525-89-2,141269-63-8
<2S-(2α,3aα,5β,7α,7aα)>-hexahydro-7-hydroxy-2',2'-dimethyl-2-phenylspiro<1,3-benzodioxole-5,4'-<1,3>dioxolane>

: 141171-60-0
Benzoic acid (5R,7R,8S,9R)-8-bromo-9-hydroxy-2,2-dimethyl-1,3-dioxa-spiro[4.5]dec-7-yl ester

Guidance literature:: With N-Bromosuccinimide; In benzene; Ambient temperature;
DOI:10.1021/ja00016a070

Reference yield: 79.0%

: 135525-89-2,141269-63-8
<2S-(2α,3aα,5β,7α,7aα)>-hexahydro-7-hydroxy-2',2'-dimethyl-2-phenylspiro<1,3-benzodioxole-5,4'-<1,3>dioxolane>

: 141171-60-0
<5R-(5α,7α,8β,9β)>-7-(benzoyloxy)-8-bromo-2,2-dimethyl-1,3-dioxaspiro<4.5>decan-9-ol

Guidance literature:: With N-Bromosuccinimide; In benzene; Heating;
DOI:10.1021/ja00038a002

Reference yield:

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

: 141171-60-0
<5R-(5α,7α,8β,9β)>-7-(benzoyloxy)-8-bromo-2,2-dimethyl-1,3-dioxaspiro<4.5>decan-9-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / p-toluenesulfonic acid (p-TsOH) / benzene / Heating

2: 75 percent / NaBH₄ / ethanol / 0.75 h / 0 °C

3: 70 percent / p-toluenesulfonic acid (p-TsOH) / dimethylformamide / 24 h / Ambient temperature

4: 79 percent / N-bromosuccinimide (NBS) / benzene / Heating

With sodium tetrahydroborate; N-Bromosuccinimide; toluene-4-sulfonic acid; In ethanol; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00038a002