4-((3S,5R,8R,9S,10S,13S,17S)-3-Benzyloxy-10,13,17-trimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5H-furan-2-one

Base Information

Chemical Name:4-((3S,5R,8R,9S,10S,13S,17S)-3-Benzyloxy-10,13,17-trimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5H-furan-2-one
CAS No.:82354-79-8
Molecular Formula:C₃₁H₄₀O₃
Molecular Weight:460.657
Hs Code.:

4-((3S,5R,8R,9S,10S,13S,17S)-3-Benzyloxy-10,13,17-trimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5H-furan-2-one

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Chemical Property of 4-((3S,5R,8R,9S,10S,13S,17S)-3-Benzyloxy-10,13,17-trimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5H-furan-2-one

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Technology Process of 4-((3S,5R,8R,9S,10S,13S,17S)-3-Benzyloxy-10,13,17-trimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5H-furan-2-one

There total 14 articles about 4-((3S,5R,8R,9S,10S,13S,17S)-3-Benzyloxy-10,13,17-trimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5H-furan-2-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:

: Methanesulfonic acid (3S,5R,8R,9S,10S,13S,14S,15R,17S)-3-benzyloxy-10,13,17-trimethyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-15-yl ester

: 82354-79-8
4-((3S,5R,8R,9S,10S,13S,17S)-3-Benzyloxy-10,13,17-trimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5H-furan-2-one

Guidance literature:: In pyridine; at 60 ℃; for 5h; Yield given;

Reference yield:

: 73336-60-4
(3S,5R,8R,9S,10S,13S,14S,15R)-3-Benzyloxy-17-furan-3-yl-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,15-tetradecahydro-1H-cyclopenta[a]phenanthren-15-ol

: 82354-79-8
4-((3S,5R,8R,9S,10S,13S,17S)-3-Benzyloxy-10,13,17-trimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5H-furan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / μ-oxo-bis(chlorotriphenylbismuth) / CH2Cl2 / 7 h / Heating

2: 81 percent / nickel acetyl acetonate / diethyl ether; tetrahydrofuran

3: 100 percent / NaBH₄ / tetrahydrofuran

4: MCPBA, NaBH₄

5: pyridine / 0.5 h / 0 °C

6: pyridine / 5 h / 60 °C

With bis(acetylacetonate)nickel(II); sodium tetrahydroborate; μ-oxo-bis(chlorotriphenylbismuth); 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane;

Reference yield:

: 1-((3S,5R,8R,9S,10S,13S,17S)-3-Benzyloxy-10,13,17-trimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethane-1,2-diol

: 82354-79-8
4-((3S,5R,8R,9S,10S,13S,17S)-3-Benzyloxy-10,13,17-trimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5H-furan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / pyridine; dioxane / 1 h / Ambient temperature

2: 85 percent / Jones' reagent

3: methanol, potassium carbonate

4: pyridinium p-toluenesulfonate / CH₂Cl₂

5: 2.) HCl / 1.) benzene, ether, 2.) methanol

With hydrogenchloride; methanol; jones' reagent; pyridinium p-toluenesulfonate; potassium carbonate; In 1,4-dioxane; pyridine; dichloromethane;