(2E,4Z,6Z,8R)-8,10-bis(benzoyloxy)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-decatriene

Base Information

Chemical Name:(2E,4Z,6Z,8R)-8,10-bis(benzoyloxy)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-decatriene
CAS No.:187851-93-0
Molecular Formula:C₄₀H₄₂O₅Si
Molecular Weight:630.856
Hs Code.:

Synonyms:(2E,4Z,6Z,8R)-8,10-bis(benzoyloxy)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-decatriene

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Chemical Property of (2E,4Z,6Z,8R)-8,10-bis(benzoyloxy)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-decatriene

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Technology Process of (2E,4Z,6Z,8R)-8,10-bis(benzoyloxy)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-decatriene

There total 4 articles about (2E,4Z,6Z,8R)-8,10-bis(benzoyloxy)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-decatriene 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: 65.0%

: 98-88-4
benzoyl chloride

: 187852-05-7
(3R,4Z,6Z,8E)-10-[(tert-bytyldiphenylsilyl)oxy]-4,6,8-decatriene-1,3-diol

: 187851-93-0
(2E,4Z,6Z,8R)-8,10-bis(benzoyloxy)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-decatriene

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 25 ℃;
DOI:10.1021/jo962166h

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 187851-93-0
(2E,4Z,6Z,8R)-8,10-bis(benzoyloxy)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-decatriene

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / imidazole / dimethylformamide / 25 °C

2: 1) aq. NaIO₄, 2) NaBH₄ / 1) CH₃OH, 25 deg C, 4 h, 2) 0 deg C, 30 min, 25 deg C, 3 h

3: 65 percent / Et₃N, DMAP / CH₂Cl₂ / 25 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; sodium periodate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo962166h

Reference yield:

: 90730-71-5
dephosphofostriecin B

: 187851-93-0
(2E,4Z,6Z,8R)-8,10-bis(benzoyloxy)-1-[(tert-butyldiphenylsilyl)oxy]-2,4,6-decatriene

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / imidazole / dimethylformamide / 25 °C

2: 1) aq. NaIO₄, 2) NaBH₄ / 1) CH₃OH, 25 deg C, 4 h, 2) 0 deg C, 30 min, 25 deg C, 3 h

3: 65 percent / Et₃N, DMAP / CH₂Cl₂ / 25 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; sodium periodate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo962166h