(+)-(5S,10S)-12-methoxypodocarpa-8,11,13-triene

Base Information

Chemical Name:(+)-(5S,10S)-12-methoxypodocarpa-8,11,13-triene
CAS No.:10064-08-1
Molecular Formula:C₁₈H₂₆O
Molecular Weight:258.404
Hs Code.:

Synonyms:(+)-(5S,10S)-12-methoxypodocarpa-8,11,13-triene

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Chemical Property of (+)-(5S,10S)-12-methoxypodocarpa-8,11,13-triene

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Technology Process of (+)-(5S,10S)-12-methoxypodocarpa-8,11,13-triene

There total 17 articles about (+)-(5S,10S)-12-methoxypodocarpa-8,11,13-triene 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:

: 5389-87-7
1-chloro-3,7-dimethylocta-2,6-diene

: 10064-08-1,10090-67-2,81026-40-6,81026-42-8,109554-02-1,139068-09-0
1,2,3,4,4a,9,10,10a-Octahydro-6-methoxy-1,1,4a-trimethylphenanthrene

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 2 h / 0 °C

1.2: tetrahydrofuran / 20 °C

2.1: 99 percent / AgOTf / RuCl₃*xH₂O / 1,2-dichloro-ethane / 4 h / 60 °C

With silver trifluoromethanesulfonate; ruthenium trichloride; In tetrahydrofuran; 1,2-dichloro-ethane;
DOI:10.1021/ol036385i

Reference yield:

: 5389-87-7
1-chloro-3,7-dimethylocta-2,6-diene

: 10064-08-1,10090-67-2,81026-40-6,81026-42-8,109554-02-1,139068-09-0
1,2,3,4,4a,9,10,10a-Octahydro-6-methoxy-1,1,4a-trimethylphenanthrene

Guidance literature:: Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 89 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 68 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

3.1: 65.2 percent / BF₃*OEt₂ / nitromethane / 4 h / 20 °C

4.1: aq. KOH / ethanol / 10 h / Heating

5.1: 42 percent / Pb(OAc)4; Cu(OAc)2 / pyridine / 6 h / 150 °C

6.1: 85 percent / H₂ / 5percent Pd/C / ethyl acetate / 16 h / 20 °C

With lead(IV) acetate; dmap; potassium hydroxide; copper diacetate; boron trifluoride diethyl etherate; hydrogen; dicyclohexyl-carbodiimide; lithium diisopropyl amide; 5percent Pd/C; In tetrahydrofuran; pyridine; nitromethane; ethanol; hexane; dichloromethane; ethyl acetate; 1.1: Metallation / 1.2: Alkylation / 2.1: Esterification / 3.1: Cyclization / 4.1: Hydrolysis / 5.1: Decarboxylation / 6.1: Hydrogenation;
DOI:10.1039/b003497p

Reference yield:

: 4698-08-2
(E)-geranic acid

: 10064-08-1
(+)-(5S,10S)-12-methoxypodocarpa-8,11,13-triene

Guidance literature:: Multi-step reaction with 7 steps

1.1: H₃PO₄ / toluene / 2 h / 100 °C

1.2: (-)-α-methylbenzylamine

2.1: 90 percent / K₂CO₃ / acetone / 3 h / 20 °C

3.1: 90 percent / LiAlH₄ / diethyl ether / 1 h / -10 °C

4.1: 75 percent / 4A molecular sieves; NaOAc; PCC / CH₂Cl₂ / 1 h / -10 °C

5.1: n-BuLi / hexane / 1 h / 20 °C

5.2: 60 percent / hexane / 4 h

6.1: 95 percent / H₂ / 10 percent Pd/C / ethanol / 20 °C

7.1: 85 percent / BF₃*Et₂O / CH₂Cl₂

With lithium aluminium tetrahydride; n-butyllithium; phosphoric acid; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; sodium acetate; potassium carbonate; pyridinium chlorochromate; palladium on activated charcoal; In diethyl ether; ethanol; hexane; dichloromethane; acetone; toluene; 1.1: Cyclization / 1.2: racemate resolution / 2.1: Methylation / 3.1: Reduction / 4.1: Oxidation / 5.1: Metallation / 5.2: Condensation / 6.1: Catalytic hydrogenation / 7.1: Cyclization;