(2S,3R,4S,5R,6S)-7-benzyloxy-3,5-isopropylidenedioxy-4,6-dimethyl-2-heptanol

Base Information

Chemical Name:(2S,3R,4S,5R,6S)-7-benzyloxy-3,5-isopropylidenedioxy-4,6-dimethyl-2-heptanol
CAS No.:863488-34-0
Molecular Formula:C₁₉H₃₀O₄
Molecular Weight:322.445
Hs Code.:

Synonyms:(2S,3R,4S,5R,6S)-7-benzyloxy-3,5-isopropylidenedioxy-4,6-dimethyl-2-heptanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,4S,5R,6S)-7-benzyloxy-3,5-isopropylidenedioxy-4,6-dimethyl-2-heptanol

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Technology Process of (2S,3R,4S,5R,6S)-7-benzyloxy-3,5-isopropylidenedioxy-4,6-dimethyl-2-heptanol

There total 4 articles about (2S,3R,4S,5R,6S)-7-benzyloxy-3,5-isopropylidenedioxy-4,6-dimethyl-2-heptanol 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: 95.0%

: 863488-33-9
(2S,3R,4S,5R,6S)-1-benzyloxy-6-(tert-butyldiphenylsilyloxy)-3,5-O-isopropylidene-2,4-dimethyl-3,5-heptanediol

: 863488-34-0
(2S,3R,4S,5R,6S)-7-benzyloxy-3,5-isopropylidenedioxy-4,6-dimethyl-2-heptanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jo050792l

Reference yield:

: 863488-30-6
(2S,4R,5R,6S)-1-benzyloxy-6-(tert-butyldiphenylsilyloxy)-5-hydroxy-2,4-dimethyl-3-heptanone

: 863488-34-0
(2S,3R,4S,5R,6S)-7-benzyloxy-3,5-isopropylidenedioxy-4,6-dimethyl-2-heptanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₂BOMe / tetrahydrofuran / 0.33 h / -78 °C

1.2: NaBH₄ / tetrahydrofuran / 3 h / -78 °C

1.3: 50 mg / NaOAc; H₂O₂ / H₂O; methanol / 1 h / 20 °C

2.1: 93 percent / PPTC / CH₂Cl₂ / 20 °C

3.1: 95 percent / TBAF / tetrahydrofuran / 20 °C

With diethyl methoxy borane; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo050792l

Reference yield:

: 863488-32-8
(2S,3R,4S,5R,6S)-1-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-heptane-3,5-diol

: 863488-34-0
(2S,3R,4S,5R,6S)-7-benzyloxy-3,5-isopropylidenedioxy-4,6-dimethyl-2-heptanol

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / PPTC / CH₂Cl₂ / 20 °C

2: 95 percent / TBAF / tetrahydrofuran / 20 °C

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo050792l