(4aR,4bS,7S,8aS,10aR)-1-(Acetoxymethyl)-7-(benzyloxy)-3,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-2,4b,8,8,10a-pentamethylphenanthrene

Base Information

Chemical Name:(4aR,4bS,7S,8aS,10aR)-1-(Acetoxymethyl)-7-(benzyloxy)-3,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-2,4b,8,8,10a-pentamethylphenanthrene
CAS No.:172788-59-9
Molecular Formula:C₂₉H₄₂O₃
Molecular Weight:438.651
Hs Code.:

Synonyms:(4aR,4bS,7S,8aS,10aR)-1-(Acetoxymethyl)-7-(benzyloxy)-3,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-2,4b,8,8,10a-pentamethylphenanthrene

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Chemical Property of (4aR,4bS,7S,8aS,10aR)-1-(Acetoxymethyl)-7-(benzyloxy)-3,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-2,4b,8,8,10a-pentamethylphenanthrene

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Technology Process of (4aR,4bS,7S,8aS,10aR)-1-(Acetoxymethyl)-7-(benzyloxy)-3,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-2,4b,8,8,10a-pentamethylphenanthrene

There total 18 articles about (4aR,4bS,7S,8aS,10aR)-1-(Acetoxymethyl)-7-(benzyloxy)-3,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-2,4b,8,8,10a-pentamethylphenanthrene 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: 99.0%

: 108-24-7
acetic anhydride

: 172788-47-5
(4aR,4bS,7S,8aS,10aR)-7-(Benzyloxy)-3,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-2,4b,8,8,10a-pentamethylphenanthrene-1-methanol

: 172788-59-9
(4aR,4bS,7S,8aS,10aR)-1-(Acetoxymethyl)-7-(benzyloxy)-3,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-2,4b,8,8,10a-pentamethylphenanthrene

Guidance literature:: With pyridine; dmap; at 0 ℃; for 0.5h;

Reference yield:

: 172788-43-1
Methyl 5-<(4aR,6S,8aS)-6-(benzyloxy)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl>-3-oxopentanoate

: 172788-59-9
(4aR,4bS,7S,8aS,10aR)-1-(Acetoxymethyl)-7-(benzyloxy)-3,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-2,4b,8,8,10a-pentamethylphenanthrene

Guidance literature:: Multi-step reaction with 5 steps

1: 31 percent / SnCl₄ / CH₂Cl₂; H₂O / 2 h / 0 °C

2: NaH / tetrahydrofuran / 1.) reflux, 1 h, 2.) r.t., 1 h

3: 1.) CuI / 1.) ether, -20 deg C, 10 min, 2.) ether, -78 deg C, 0.5 h; -20 deg C, 15 h

4: 94 percent / DIBAL / toluene / 1 h / -78 °C

5: 99 percent / pyridine, DMAP / 0.5 h / 0 °C

With pyridine; dmap; copper(l) iodide; tin(IV) chloride; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; water; toluene;