(3R,4aS,6aR,10R,10aS,10bR)-10b-Hydroxy-3-(2-hydroxy-ethyl)-10-(4-methoxy-benzyloxy)-3,4a,7,7,10a-pentamethyl-dodecahydro-benzo[f]chromen-1-one

Base Information

Chemical Name:(3R,4aS,6aR,10R,10aS,10bR)-10b-Hydroxy-3-(2-hydroxy-ethyl)-10-(4-methoxy-benzyloxy)-3,4a,7,7,10a-pentamethyl-dodecahydro-benzo[f]chromen-1-one
CAS No.:136321-09-0
Molecular Formula:C₂₈H₄₂O₆
Molecular Weight:474.638
Hs Code.:

Synonyms:(3R,4aS,6aR,10R,10aS,10bR)-10b-Hydroxy-3-(2-hydroxy-ethyl)-10-(4-methoxy-benzyloxy)-3,4a,7,7,10a-pentamethyl-dodecahydro-benzo[f]chromen-1-one

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Chemical Property of (3R,4aS,6aR,10R,10aS,10bR)-10b-Hydroxy-3-(2-hydroxy-ethyl)-10-(4-methoxy-benzyloxy)-3,4a,7,7,10a-pentamethyl-dodecahydro-benzo[f]chromen-1-one

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Technology Process of (3R,4aS,6aR,10R,10aS,10bR)-10b-Hydroxy-3-(2-hydroxy-ethyl)-10-(4-methoxy-benzyloxy)-3,4a,7,7,10a-pentamethyl-dodecahydro-benzo[f]chromen-1-one

There total 10 articles about (3R,4aS,6aR,10R,10aS,10bR)-10b-Hydroxy-3-(2-hydroxy-ethyl)-10-(4-methoxy-benzyloxy)-3,4a,7,7,10a-pentamethyl-dodecahydro-benzo[f]chromen-1-one 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: 81.0%

: 136320-92-8
(3R,4aS,6aR,10R,10aS,10bR)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-10b-hydroxy-10-(4-methoxy-benzyloxy)-3,4a,7,7,10a-pentamethyl-dodecahydro-benzo[f]chromen-1-one

: 136321-09-0
(3R,4aS,6aR,10R,10aS,10bR)-10b-Hydroxy-3-(2-hydroxy-ethyl)-10-(4-methoxy-benzyloxy)-3,4a,7,7,10a-pentamethyl-dodecahydro-benzo[f]chromen-1-one

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; methanol; for 3h;
DOI:10.1016/0040-4039(91)80618-G

Reference yield:

: 98-88-4
benzoyl chloride

: 136321-09-0
(3R,4aS,6aR,10R,10aS,10bR)-10b-Hydroxy-3-(2-hydroxy-ethyl)-10-(4-methoxy-benzyloxy)-3,4a,7,7,10a-pentamethyl-dodecahydro-benzo[f]chromen-1-one

Guidance literature:: Multi-step reaction with 10 steps

1: 95 percent / DMAP, pyridine / 2 h

2: TsOH / 0.17 h

3: HC(OMe)3, TsOH

4: 94 percent / K₂CO₃ / methanol / 3 h / 60 °C

5: 87 percent / SO₃*pyridine, Et₃N / dimethylsulfoxide / 3 h

6: 2) MnO₂ / 1) THF, -78 to -25 degC, 2.5 h, 2) benzene, 10 h

7: 87 percent / diethyl ether / 0.33 h / -78 °C

8: 1) 10percent aq.HCl, 2) K₂CO₃ / 1) THF, 20 min, 2) MeOH, 1.5 h

9: 1) Hg(OCOCF₃)2, 2) LiI, Et₃N / 1) CH₂Cl₂, -78 to -23 degC, 3 h, 2) ether

10: 81 percent / 10percent aq.HCl / tetrahydrofuran; methanol / 3 h

With pyridine; hydrogenchloride; dmap; manganese(IV) oxide; pyridine-SO₃ complex; mercury(II) trifluoroacetate; potassium carbonate; toluene-4-sulfonic acid; triethylamine; lithium iodide; trimethyl orthoformate; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide;
DOI:10.1016/0040-4039(91)80618-G

Reference yield:

: 136321-06-7
[(2S,3aS,5aR,9R,9aS,9bS)-2-Methoxy-9-(4-methoxy-benzyloxy)-3a,6,6,9a-tetramethyl-octahydro-naphtho[1,2-d][1,3]dioxol-9b-yl]-methanol

: 136321-09-0
(3R,4aS,6aR,10R,10aS,10bR)-10b-Hydroxy-3-(2-hydroxy-ethyl)-10-(4-methoxy-benzyloxy)-3,4a,7,7,10a-pentamethyl-dodecahydro-benzo[f]chromen-1-one

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / SO₃*pyridine, Et₃N / dimethylsulfoxide / 3 h

2: 2) MnO₂ / 1) THF, -78 to -25 degC, 2.5 h, 2) benzene, 10 h

3: 87 percent / diethyl ether / 0.33 h / -78 °C

4: 1) 10percent aq.HCl, 2) K₂CO₃ / 1) THF, 20 min, 2) MeOH, 1.5 h

5: 1) Hg(OCOCF₃)2, 2) LiI, Et₃N / 1) CH₂Cl₂, -78 to -23 degC, 3 h, 2) ether

6: 81 percent / 10percent aq.HCl / tetrahydrofuran; methanol / 3 h

With hydrogenchloride; manganese(IV) oxide; pyridine-SO₃ complex; mercury(II) trifluoroacetate; potassium carbonate; triethylamine; lithium iodide; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide;
DOI:10.1016/0040-4039(91)80618-G