(6'R)-4-hydroxy-3-methoxy-5-(3',7'-dimethyl-6',7'-epoxy-2'-octenyl)benzyl alcohol

Base Information

Chemical Name:(6'R)-4-hydroxy-3-methoxy-5-(3',7'-dimethyl-6',7'-epoxy-2'-octenyl)benzyl alcohol
CAS No.:844868-76-4
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

Synonyms:(6'R)-4-hydroxy-3-methoxy-5-(3',7'-dimethyl-6',7'-epoxy-2'-octenyl)benzyl alcohol

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Chemical Property of (6'R)-4-hydroxy-3-methoxy-5-(3',7'-dimethyl-6',7'-epoxy-2'-octenyl)benzyl alcohol

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Technology Process of (6'R)-4-hydroxy-3-methoxy-5-(3',7'-dimethyl-6',7'-epoxy-2'-octenyl)benzyl alcohol

There total 5 articles about (6'R)-4-hydroxy-3-methoxy-5-(3',7'-dimethyl-6',7'-epoxy-2'-octenyl)benzyl alcohol 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: 38.0%

: 844868-75-3
[4-(tert-butyl(dimethyl)silyloxy)-5-methoxy-3-(3',7'-dimethyl-6',7'-epoxy-2'-octenyl)benzyloxy](tert-butyl)(dimethyl)silane

: 844868-76-4
(6'R)-4-hydroxy-3-methoxy-5-(3',7'-dimethyl-6',7'-epoxy-2'-octenyl)benzyl alcohol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h;

Reference yield:

: 474970-89-3
[4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-2',6'-octadienyl)benzyloxy]-tert-butyldimethylsilane

: 844868-76-4
(6'R)-4-hydroxy-3-methoxy-5-(3',7'-dimethyl-6',7'-epoxy-2'-octenyl)benzyl alcohol

Guidance literature:: Multi-step reaction with 5 steps

1.1: AD-mix-α; methanesulfonamide / H2O; 2-methyl-propan-2-ol / 15 h / 6 °C

1.2: EDC; DMAP / CH₂Cl₂ / 1 h / 20 °C

2.1: 83 percent / NaOH / H₂O; ethanol

3.1: Et₃N / CH₂Cl₂ / 0 - 20 °C

4.1: K₂CO₃ / methanol / 20 h

5.1: TBAF / tetrahydrofuran / 0 - 20 °C

With sodium hydroxide; AD-mix-α; methanesulfonamide; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo048444r

Reference yield:

: 844868-72-0
[3-(3'7'-dimethyl-2-octen-6'S,7'-diol)-4-(tert-butyldimethyl-siloxy)-5-methoxy-benzyloxy]-tert-butyldimethylsilane

: 844868-76-4
(6'R)-4-hydroxy-3-methoxy-5-(3',7'-dimethyl-6',7'-epoxy-2'-octenyl)benzyl alcohol

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 0 - 20 °C

2: K₂CO₃ / methanol / 20 h

3: TBAF / tetrahydrofuran / 0 - 20 °C

With tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo048444r