(2S,6S,9E,11R,12S)-6,12-dimethyl-2-(2-furyl)-11-hydroxy-14-(4-methoxyphenyl)-3,7,13-trioxa-9-tetradecene-4,8-dione

Base Information

Chemical Name:(2S,6S,9E,11R,12S)-6,12-dimethyl-2-(2-furyl)-11-hydroxy-14-(4-methoxyphenyl)-3,7,13-trioxa-9-tetradecene-4,8-dione
CAS No.:266323-52-8
Molecular Formula:C₂₄H₃₀O₈
Molecular Weight:446.497
Hs Code.:

Synonyms:(2S,6S,9E,11R,12S)-6,12-dimethyl-2-(2-furyl)-11-hydroxy-14-(4-methoxyphenyl)-3,7,13-trioxa-9-tetradecene-4,8-dione

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Chemical Property of (2S,6S,9E,11R,12S)-6,12-dimethyl-2-(2-furyl)-11-hydroxy-14-(4-methoxyphenyl)-3,7,13-trioxa-9-tetradecene-4,8-dione

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Technology Process of (2S,6S,9E,11R,12S)-6,12-dimethyl-2-(2-furyl)-11-hydroxy-14-(4-methoxyphenyl)-3,7,13-trioxa-9-tetradecene-4,8-dione

There total 8 articles about (2S,6S,9E,11R,12S)-6,12-dimethyl-2-(2-furyl)-11-hydroxy-14-(4-methoxyphenyl)-3,7,13-trioxa-9-tetradecene-4,8-dione 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: 70.0%

: 266323-51-7
(2S,6S,9E,12S)-6,12-dimethyl-2-(2-furyl)-14-(4-methoxyphenyl)-3,7,13-trioxa-9-tetradecene-4,8,11-trione

: (2S,6S,9E,11S,12S)-6,12-dimethyl-2-(2-furyl)-11-hydroxy-14-(4-methoxyphenyl)-3,7,13-trioxa-9-tetradecene-4,8-dione

: 266323-52-8
(2S,6S,9E,11R,12S)-6,12-dimethyl-2-(2-furyl)-11-hydroxy-14-(4-methoxyphenyl)-3,7,13-trioxa-9-tetradecene-4,8-dione

Guidance literature:: With zinc(II) tetrahydroborate; In diethyl ether; at -94 ℃; for 1h;
DOI:10.1021/jo001495d

Reference yield:

: 4208-64-4
1-(2-furyl)ethanol

: 266323-52-8
(2S,6S,9E,11R,12S)-6,12-dimethyl-2-(2-furyl)-11-hydroxy-14-(4-methoxyphenyl)-3,7,13-trioxa-9-tetradecene-4,8-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: Ti(O-i-Pr)4; t-BuOOH; D-(-)-DIPT / CH₂Cl₂ / 16 h / -15 °C

1.2: Me₂S / CH₂Cl₂ / 0.5 h / -15 °C

1.3: 38 percent / tartaric acid; NaF / CH₂Cl₂; H₂O; diethyl ether / 2 h / 20 °C

2.1: 98 percent / DMAP; CSA; DCC / CH₂Cl₂ / 20 °C

3.1: 73 percent / TBAF / tetrahydrofuran / 24 h / 0 °C

4.1: 92 percent / DMAP; DCC; CSA / CH₂Cl₂ / 20 °C

5.1: 70 percent / Zn(BH₄)2 / diethyl ether / 1 h / -94 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; zinc(II) tetrahydroborate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; D-(-)-diisopropyl tartrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo001495d

Reference yield:

: 4208-64-4,27948-61-4,106565-48-4,112653-32-4
(S)-1-(2-furanyl)ethanol

: 266323-52-8
(2S,6S,9E,11R,12S)-6,12-dimethyl-2-(2-furyl)-11-hydroxy-14-(4-methoxyphenyl)-3,7,13-trioxa-9-tetradecene-4,8-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / DMAP; CSA; DCC / CH₂Cl₂ / 20 °C

2: 73 percent / TBAF / tetrahydrofuran / 24 h / 0 °C

3: 92 percent / DMAP; DCC; CSA / CH₂Cl₂ / 20 °C

4: 70 percent / Zn(BH₄)2 / diethyl ether / 1 h / -94 °C

With dmap; zinc(II) tetrahydroborate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo001495d