(2S,4S)-2-[(E)-5'-hydroxy-3'-methyl-3'-pentenyl]-4-[(2''E,6''Z)-7''-hydroxymethyl-3'',11''-dimethyl-2'',6'',10''-dodecatrienyl]-3,3-dimethyl-1-methylenecyclohexane

Base Information

Chemical Name:(2S,4S)-2-[(E)-5'-hydroxy-3'-methyl-3'-pentenyl]-4-[(2''E,6''Z)-7''-hydroxymethyl-3'',11''-dimethyl-2'',6'',10''-dodecatrienyl]-3,3-dimethyl-1-methylenecyclohexane
CAS No.:762263-83-2
Molecular Formula:C₃₀H₅₀O₂
Molecular Weight:442.726
Hs Code.:

Synonyms:(2S,4S)-2-[(E)-5'-hydroxy-3'-methyl-3'-pentenyl]-4-[(2''E,6''Z)-7''-hydroxymethyl-3'',11''-dimethyl-2'',6'',10''-dodecatrienyl]-3,3-dimethyl-1-methylenecyclohexane

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Chemical Property of (2S,4S)-2-[(E)-5'-hydroxy-3'-methyl-3'-pentenyl]-4-[(2''E,6''Z)-7''-hydroxymethyl-3'',11''-dimethyl-2'',6'',10''-dodecatrienyl]-3,3-dimethyl-1-methylenecyclohexane

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Technology Process of (2S,4S)-2-[(E)-5'-hydroxy-3'-methyl-3'-pentenyl]-4-[(2''E,6''Z)-7''-hydroxymethyl-3'',11''-dimethyl-2'',6'',10''-dodecatrienyl]-3,3-dimethyl-1-methylenecyclohexane

There total 2 articles about (2S,4S)-2-[(E)-5'-hydroxy-3'-methyl-3'-pentenyl]-4-[(2''E,6''Z)-7''-hydroxymethyl-3'',11''-dimethyl-2'',6'',10''-dodecatrienyl]-3,3-dimethyl-1-methylenecyclohexane 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: 97.0%

: 762263-82-1
(2S,4S)-2-[(E)-5'-tert-butyldimethylsilyloxy-3'-methyl-3'-pentenyl]-4-[(2''E,6''Z)-7''-tert-butyldimethylsilyloxymethyl-3'',11''-dimethyl-2'',6'',10''-dodecatrienyl]-3,3-dimethyl-1-methylenecyclohexane

: 762263-83-2
(2S,4S)-2-[(E)-5'-hydroxy-3'-methyl-3'-pentenyl]-4-[(2''E,6''Z)-7''-hydroxymethyl-3'',11''-dimethyl-2'',6'',10''-dodecatrienyl]-3,3-dimethyl-1-methylenecyclohexane

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1039/b406820c

Reference yield:

: 762263-81-0
(2R,4S)-2-[(E)-5'-tert-butyldimethylsilyloxy-3'-methyl-3'-pentenyl]-4-[(2''E,6''Z)-7''-tert-butyldimethylsilyloxymethyl-3'',11''-dimethyl-2'',6'',10''-dodecatrienyl]-3,3-dimethylcyclohexan-1-one

: 762263-83-2
(2S,4S)-2-[(E)-5'-hydroxy-3'-methyl-3'-pentenyl]-4-[(2''E,6''Z)-7''-hydroxymethyl-3'',11''-dimethyl-2'',6'',10''-dodecatrienyl]-3,3-dimethyl-1-methylenecyclohexane

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaHMDS / tetrahydrofuran / 0.25 h / 0 °C

1.2: 80 percent / tetrahydrofuran / 5 h / 20 °C

2.1: 97 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran; 1.2: Wittig methylenation;
DOI:10.1039/b406820c