Phenyl-acetic acid (3aR,6aS,7R,10R,10aR,10bS)-3a,10a-dihydroxy-7-isopropenyl-2,10-dimethyl-3-oxo-5-trityloxymethyl-3,3a,4,6a,7,10,10a,10b-octahydro-benzo[e]azulen-8-yl ester

Base Information

Chemical Name:Phenyl-acetic acid (3aR,6aS,7R,10R,10aR,10bS)-3a,10a-dihydroxy-7-isopropenyl-2,10-dimethyl-3-oxo-5-trityloxymethyl-3,3a,4,6a,7,10,10a,10b-octahydro-benzo[e]azulen-8-yl ester
CAS No.:777859-90-2
Molecular Formula:C₄₇H₄₆O₆
Molecular Weight:706.879
Hs Code.:

Phenyl-acetic acid (3aR,6aS,7R,10R,10aR,10bS)-3a,10a-dihydroxy-7-isopropenyl-2,10-dimethyl-3-oxo-5-trityloxymethyl-3,3a,4,6a,7,10,10a,10b-octahydro-benzo[e]azulen-8-yl ester

Synonyms:Phenyl-acetic acid (3aR,6aS,7R,10R,10aR,10bS)-3a,10a-dihydroxy-7-isopropenyl-2,10-dimethyl-3-oxo-5-trityloxymethyl-3,3a,4,6a,7,10,10a,10b-octahydro-benzo[e]azulen-8-yl ester

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Chemical Property of Phenyl-acetic acid (3aR,6aS,7R,10R,10aR,10bS)-3a,10a-dihydroxy-7-isopropenyl-2,10-dimethyl-3-oxo-5-trityloxymethyl-3,3a,4,6a,7,10,10a,10b-octahydro-benzo[e]azulen-8-yl ester

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Technology Process of Phenyl-acetic acid (3aR,6aS,7R,10R,10aR,10bS)-3a,10a-dihydroxy-7-isopropenyl-2,10-dimethyl-3-oxo-5-trityloxymethyl-3,3a,4,6a,7,10,10a,10b-octahydro-benzo[e]azulen-8-yl ester

There total 1 articles about Phenyl-acetic acid (3aR,6aS,7R,10R,10aR,10bS)-3a,10a-dihydroxy-7-isopropenyl-2,10-dimethyl-3-oxo-5-trityloxymethyl-3,3a,4,6a,7,10,10a,10b-octahydro-benzo[e]azulen-8-yl ester 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%

: 179258-40-3
phorbol 13-phenylacetate-20-trityl

: 777859-90-2
Phenyl-acetic acid (3aR,6aS,7R,10R,10aR,10bS)-3a,10a-dihydroxy-7-isopropenyl-2,10-dimethyl-3-oxo-5-trityloxymethyl-3,3a,4,6a,7,10,10a,10b-octahydro-benzo[e]azulen-8-yl ester

Guidance literature:: With di(1H-imidazol-2-yl)methanethione; In tetrahydrofuran; for 8h; Heating;
DOI:10.1002/ejoc.200400122

Reference yield:

: 777859-90-2
Phenyl-acetic acid (3aR,6aS,7R,10R,10aR,10bS)-3a,10a-dihydroxy-7-isopropenyl-2,10-dimethyl-3-oxo-5-trityloxymethyl-3,3a,4,6a,7,10,10a,10b-octahydro-benzo[e]azulen-8-yl ester

: Phenyl-acetic acid (3aR,6aS,7R,10R,10aR,10bS)-3a,10a-dihydroxy-5-hydroxymethyl-7-isopropenyl-2,10-dimethyl-3-oxo-3,3a,4,6a,7,10,10a,10b-octahydro-benzo[e]azulen-8-yl ester

Guidance literature:: With perchloric acid; In methanol; at 20 ℃; for 2h;
DOI:10.1002/ejoc.200400122

Reference yield:

: 777859-90-2
Phenyl-acetic acid (3aR,6aS,7R,10R,10aR,10bS)-3a,10a-dihydroxy-7-isopropenyl-2,10-dimethyl-3-oxo-5-trityloxymethyl-3,3a,4,6a,7,10,10a,10b-octahydro-benzo[e]azulen-8-yl ester

: rhamnofolane

Guidance literature:: Multi-step reaction with 3 steps

1: HClO₄ / methanol / 2 h / 20 °C

2: EDC; DMAP / CH₂Cl₂ / 1 h / 20 °C

3: 83 mg / SnCl₄ / tetrahydrofuran

With dmap; perchloric acid; tin(IV) chloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/ejoc.200400122