(3S,4R,5S,6S)-6-(tert-butyldiphenylsilanyloxymethyl)-5,6-O-isopropylidenedioxy-4-methoxy-1,7-octadien-3-ol

Base Information

Chemical Name:(3S,4R,5S,6S)-6-(tert-butyldiphenylsilanyloxymethyl)-5,6-O-isopropylidenedioxy-4-methoxy-1,7-octadien-3-ol
CAS No.:870862-52-5
Molecular Formula:C₂₉H₄₀O₅Si
Molecular Weight:496.719
Hs Code.:

Synonyms:(3S,4R,5S,6S)-6-(tert-butyldiphenylsilanyloxymethyl)-5,6-O-isopropylidenedioxy-4-methoxy-1,7-octadien-3-ol

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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 (3S,4R,5S,6S)-6-(tert-butyldiphenylsilanyloxymethyl)-5,6-O-isopropylidenedioxy-4-methoxy-1,7-octadien-3-ol

Chemical Property:

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Technology Process of (3S,4R,5S,6S)-6-(tert-butyldiphenylsilanyloxymethyl)-5,6-O-isopropylidenedioxy-4-methoxy-1,7-octadien-3-ol

There total 7 articles about (3S,4R,5S,6S)-6-(tert-butyldiphenylsilanyloxymethyl)-5,6-O-isopropylidenedioxy-4-methoxy-1,7-octadien-3-ol 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:

: 870862-50-3
(2R,3R,4S,5S)-5-(tert-butyldiphenylsilanyloxymethyl)-4,5-O-isopropylidenedioxy-6-heptene-1,2-diol

: 870862-52-5
(3S,4R,5S,6S)-6-(tert-butyldiphenylsilanyloxymethyl)-5,6-O-isopropylidenedioxy-4-methoxy-1,7-octadien-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: NaIO₄ / tetrahydrofuran; H₂O / 1.5 h / 20 °C

2: 7.38 g / tetrahydrofuran / 2 h / -20 °C

With sodium periodate; In tetrahydrofuran; water;
DOI:10.1021/jo051686m

Reference yield:

: 870862-48-9
(2R,3R,4S,5S)-5-(tert-butyldiphenylsilanyloxymethyl)-1,2:4,5-di-O-isopropylidenedioxy-6-hepten-3-ol

: 870862-52-5
(3S,4R,5S,6S)-6-(tert-butyldiphenylsilanyloxymethyl)-5,6-O-isopropylidenedioxy-4-methoxy-1,7-octadien-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / NaH / various solvent(s); tetrahydrofuran / 4 h / 0 °C

2: 72 percent / acetic acid / H₂O / 4.5 h / 50 °C

3: NaIO₄ / tetrahydrofuran; H₂O / 1.5 h / 20 °C

4: 7.38 g / tetrahydrofuran / 2 h / -20 °C

With sodium periodate; sodium hydride; acetic acid; In tetrahydrofuran; water;
DOI:10.1021/jo051686m

Reference yield:

: 870862-49-0
(2R,3R,4S,5S)-5-(tert-butyldiphenylsilanyloxymethyl)-1,2:4,5-di-O-isopropylidenedioxy-3-methoxy-6-heptene

: 870862-52-5
(3S,4R,5S,6S)-6-(tert-butyldiphenylsilanyloxymethyl)-5,6-O-isopropylidenedioxy-4-methoxy-1,7-octadien-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / acetic acid / H₂O / 4.5 h / 50 °C

2: NaIO₄ / tetrahydrofuran; H₂O / 1.5 h / 20 °C

3: 7.38 g / tetrahydrofuran / 2 h / -20 °C

With sodium periodate; acetic acid; In tetrahydrofuran; water;
DOI:10.1021/jo051686m