(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-(phenylselenocarbonyl)oxy-4-decene

Base Information

Chemical Name:(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-(phenylselenocarbonyl)oxy-4-decene
CAS No.:220776-87-4
Molecular Formula:C₃₇H₅₀O₇SeSi
Molecular Weight:713.845
Hs Code.:

Synonyms:(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-(phenylselenocarbonyl)oxy-4-decene

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Chemical Property of (2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-(phenylselenocarbonyl)oxy-4-decene

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Technology Process of (2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-(phenylselenocarbonyl)oxy-4-decene

There total 9 articles about (2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-(phenylselenocarbonyl)oxy-4-decene 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: 78.0%

: 32315-10-9
bis(trichloromethyl) carbonate

: 645-96-5
Benzeneselenol

: 220776-86-3
(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-4-decene-2-ol

: 220776-87-4
(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-(phenylselenocarbonyl)oxy-4-decene

Guidance literature:: bis(trichloromethyl) carbonate; (2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-4-decene-2-ol; With pyridine; In dichloromethane; at 0 - 20 ℃; for 2.5h;

Benzeneselenol; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.833333h; Further stages.;
DOI:10.1021/jo020211h

Reference yield: 78.0%

: 75-44-5
phosgene

: 645-96-5
Benzeneselenol

: 220776-86-3
(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-4-decene-2-ol

: 220776-87-4
(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-(phenylselenocarbonyl)oxy-4-decene

Guidance literature:: With pyridine; triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4039(98)02440-X

Reference yield:

: 220776-82-9
(5R,6S,7R,8S,9S)-6,7-isopropylidenedioxy-9-p-methoxybenzyloxy-3-decyne-5,8-diol

: 220776-87-4
(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-(phenylselenocarbonyl)oxy-4-decene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 96 h / 20 °C

2.1: 95 percent / H₂ / Rh/Al₂O₃ / ethyl acetate / 24 h / 20 °C

3.1: 73 percent / aq. AcOH / 24 h / 20 °C

4.1: trimethyl orthoformate; pyridinium p-toluenesulfonate / CH₂Cl₂ / 24 h / 20 °C

4.2: 87 percent / Ac₂O / 2 h / 135 - 140 °C

5.1: 89 percent / 2,6-dichloro-3,4-dicyano-p-benzoquionone / CH₂Cl₂; H₂O / 1.5 h / 0 °C

6.1: pyridine / CH₂Cl₂ / 2.5 h / 0 - 20 °C

6.2: 78 percent / triethylamine / CH₂Cl₂ / 0.83 h / 0 - 20 °C

With pyridine; hydrogen; pyridinium p-toluenesulfonate; 2,6-dichloro-3,5-dicyano-1,4-benzoquinone; acetic acid; N-ethyl-N,N-diisopropylamine; trimethyl orthoformate; Rh/Al₂O₃; In dichloromethane; water; ethyl acetate;
DOI:10.1021/jo020211h