7-{2-[4-(8-hydroxy-3,7-dimethylocta-6,7-dienyl)-3,5-bis(methoxymethoxy)phenyl]vinyl}-5-methoxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthen-2-ol

Base Information

Chemical Name:7-{2-[4-(8-hydroxy-3,7-dimethylocta-6,7-dienyl)-3,5-bis(methoxymethoxy)phenyl]vinyl}-5-methoxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthen-2-ol
CAS No.:844868-79-7
Molecular Formula:C₃₉H₅₄O₇
Molecular Weight:634.854
Hs Code.:

7-{2-[4-(8-hydroxy-3,7-dimethylocta-6,7-dienyl)-3,5-bis(methoxymethoxy)phenyl]vinyl}-5-methoxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthen-2-ol

Synonyms:7-{2-[4-(8-hydroxy-3,7-dimethylocta-6,7-dienyl)-3,5-bis(methoxymethoxy)phenyl]vinyl}-5-methoxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthen-2-ol

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Chemical Property of 7-{2-[4-(8-hydroxy-3,7-dimethylocta-6,7-dienyl)-3,5-bis(methoxymethoxy)phenyl]vinyl}-5-methoxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthen-2-ol

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Technology Process of 7-{2-[4-(8-hydroxy-3,7-dimethylocta-6,7-dienyl)-3,5-bis(methoxymethoxy)phenyl]vinyl}-5-methoxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthen-2-ol

There total 14 articles about 7-{2-[4-(8-hydroxy-3,7-dimethylocta-6,7-dienyl)-3,5-bis(methoxymethoxy)phenyl]vinyl}-5-methoxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthen-2-ol 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: 60.0%

: 865761-69-9
[4-(8-hydroxy-3,7-dimethylocta-2,6-dienyl)-3,5-bis(methoxymethoxy)benzyl]phosphonic acid diethyl ester

: 844868-78-6
(7R,8aR,10aR)-7-Hydroxy-4-methoxy-8,8,10a-trimethyl-5,7,8,8a,9,10a-hexahydro-6H-xanthene-2-carbaldehyde

: 844868-79-7
7-{2-[4-(8-hydroxy-3,7-dimethylocta-6,7-dienyl)-3,5-bis(methoxymethoxy)phenyl]vinyl}-5-methoxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthen-2-ol

Guidance literature:: With 15-crown-5; sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 10h;
DOI:10.1016/j.bmc.2005.10.025

Reference yield:

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

: 844868-79-7
7-{2-[4-(8-hydroxy-3,7-dimethylocta-6,7-dienyl)-3,5-bis(methoxymethoxy)phenyl]vinyl}-5-methoxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthen-2-ol

Guidance literature:: Multi-step reaction with 8 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

6.1: trifluoroacetic acid / CH₂Cl₂ / 5 h / 0 °C

6.2: Et₃N / CH₂Cl₂ / 1 h

7.1: 62 percent / MnO₂ / CH₂Cl₂ / 19 h

8.1: NaH / 15-crown-5 / tetrahydrofuran / 18 h / 5 - 20 °C

With manganese(IV) oxide; sodium hydroxide; AD-mix-α; methanesulfonamide; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; 15-crown-5; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; tert-butyl alcohol; 8.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo048444r

Reference yield:

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

: 844868-79-7
7-{2-[4-(8-hydroxy-3,7-dimethylocta-6,7-dienyl)-3,5-bis(methoxymethoxy)phenyl]vinyl}-5-methoxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthen-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / CH₂Cl₂ / 5 h / 0 °C

1.2: Et₃N / CH₂Cl₂ / 1 h

2.1: 62 percent / MnO₂ / CH₂Cl₂ / 19 h

3.1: NaH / 15-crown-5 / tetrahydrofuran / 18 h / 5 - 20 °C

With manganese(IV) oxide; sodium hydride; trifluoroacetic acid; 15-crown-5; In tetrahydrofuran; dichloromethane; 3.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo048444r