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

Base Information

Chemical Name:(5S,6S,7R,8S,9S)-6,7-isopropylidenedioxy-9-p-methoxybenzyloxy-3-decyne-5,8-diol
CAS No.:220776-81-8
Molecular Formula:C₃₇H₄₈O₇Si
Molecular Weight:632.869
Hs Code.:

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

Suppliers and Price of (5S,6S,7R,8S,9S)-6,7-isopropylidenedioxy-9-p-methoxybenzyloxy-3-decyne-5,8-diol

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Chemical Property of (5S,6S,7R,8S,9S)-6,7-isopropylidenedioxy-9-p-methoxybenzyloxy-3-decyne-5,8-diol

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Technology Process of (5S,6S,7R,8S,9S)-6,7-isopropylidenedioxy-9-p-methoxybenzyloxy-3-decyne-5,8-diol

There total 1 articles about (5S,6S,7R,8S,9S)-6,7-isopropylidenedioxy-9-p-methoxybenzyloxy-3-decyne-5,8-diol 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: 67.0%

: 88158-68-3
4-(tert-butyldiphenylsilyloxy)-1-butyne

: 454474-75-0
2,3-O-isopropylidene-5-O-p-methoxybenzyl-L-rhamnofuranose

: 220776-81-8
(5S,6S,7R,8S,9S)-6,7-isopropylidenedioxy-9-p-methoxybenzyloxy-3-decyne-5,8-diol

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

Guidance literature:: In diethyl ether; hexane; -78 deg C to RT;
DOI:10.1016/S0040-4039(98)02440-X

Reference yield: 72.0%

: 220776-81-8
(5S,6S,7R,8S,9S)-6,7-isopropylidenedioxy-9-p-methoxybenzyloxy-3-decyne-5,8-diol

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

Guidance literature:: (5S,6S,7R,8S,9S)-6,7-isopropylidenedioxy-9-p-methoxybenzyloxy-3-decyne-5,8-diol; With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 12h;

With sodium tetrahydroborate; cerium(III) chloride; In methanol; at 0 ℃; for 3h; Further stages.;
DOI:10.1021/jo020211h

Reference yield:

: 220776-81-8
(5S,6S,7R,8S,9S)-6,7-isopropylidenedioxy-9-p-methoxybenzyloxy-3-decyne-5,8-diol

: 220776-85-2
(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4-decene

Guidance literature:: Multi-step reaction with 5 steps

1.1: MnO₂ / CH₂Cl₂ / 12 h / 20 °C

1.2: 72 percent / NaBH₄; CeCl₃*7H₂O / methanol / 3 h / 0 °C

2.1: 90 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 96 h / 20 °C

3.1: 95 percent / H₂ / Rh/Al₂O₃ / ethyl acetate / 24 h / 20 °C

4.1: 73 percent / aq. AcOH / 24 h / 20 °C

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

5.2: 87 percent / Ac₂O / 2 h / 135 - 140 °C

With manganese(IV) oxide; hydrogen; pyridinium p-toluenesulfonate; acetic acid; N-ethyl-N,N-diisopropylamine; trimethyl orthoformate; Rh/Al₂O₃; In dichloromethane; ethyl acetate;
DOI:10.1021/jo020211h