(25R)-3β-(4'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-α-L-rhamnopyranosyloxy)-5α-spirostan-2-α-ol

Base Information

Chemical Name:(25R)-3β-(4'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-α-L-rhamnopyranosyloxy)-5α-spirostan-2-α-ol
CAS No.:848854-40-0
Molecular Formula:C₄₀H₅₆O₇
Molecular Weight:648.88
Hs Code.:

Synonyms:(25R)-3β-(4'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-α-L-rhamnopyranosyloxy)-5α-spirostan-2-α-ol

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Chemical Property of (25R)-3β-(4'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-α-L-rhamnopyranosyloxy)-5α-spirostan-2-α-ol

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Technology Process of (25R)-3β-(4'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-α-L-rhamnopyranosyloxy)-5α-spirostan-2-α-ol

There total 12 articles about (25R)-3β-(4'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-α-L-rhamnopyranosyloxy)-5α-spirostan-2-α-ol 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: 73.0%

: 848854-38-6
(25R)-2α-allyloxycarbonyloxy-3β-(4'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-α-L-rhamnopyranosyloxy)-5α-spirostan

: 848854-40-0
(25R)-3β-(4'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-α-L-rhamnopyranosyloxy)-5α-spirostan-2-α-ol

Guidance literature:: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; at 50 ℃; for 6h;
DOI:10.1016/j.tetasy.2004.11.028

Reference yield:

: 848854-25-1
(25R)-2α-hydroxy-5α-spirostan-3-one

: 848854-40-0
(25R)-3β-(4'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-α-L-rhamnopyranosyloxy)-5α-spirostan-2-α-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 7.5 g / pyridine / CH₂Cl₂ / 2 h / -40 - 0 °C

2: 63 percent / sodium borohydride / methanol; tetrahydrofuran / 0.5 h / 20 °C

3: 74 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.58 h / 0 °C

4: 73 percent / tris(dibenzylideneacetone)dipalladium⁽⁰⁾-CHCl₃ adduct; 1,2-bis(diphenylphosphino)ethane / tetrahydrofuran / 6 h / 50 °C

With pyridine; sodium tetrahydroborate; boron trifluoride diethyl etherate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; methanol; dichloromethane; 3: Ferrier reaction;
DOI:10.1016/j.tetasy.2004.11.028

Reference yield:

: 881175-98-0
(25R)-3-trimethylsilyloxy-5α-spirost-2-ene

: 848854-40-0
(25R)-3β-(4'-O-benzoyl-2',3'-didehydro-2',3'-dideoxy-α-L-rhamnopyranosyloxy)-5α-spirostan-2-α-ol

Guidance literature:: Multi-step reaction with 5 steps

1: dimethyldioxirane / acetone; CH₂Cl₂ / 0.83 h / 0 °C

2: 7.5 g / pyridine / CH₂Cl₂ / 2 h / -40 - 0 °C

3: 63 percent / sodium borohydride / methanol; tetrahydrofuran / 0.5 h / 20 °C

4: 74 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.58 h / 0 °C

5: 73 percent / tris(dibenzylideneacetone)dipalladium⁽⁰⁾-CHCl₃ adduct; 1,2-bis(diphenylphosphino)ethane / tetrahydrofuran / 6 h / 50 °C

With pyridine; sodium tetrahydroborate; boron trifluoride diethyl etherate; 3,3-dimethyldioxirane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; methanol; dichloromethane; acetone; 4: Ferrier reaction;
DOI:10.1016/j.tetasy.2004.11.028