5α.22β-Spirostandiol-(3β.6β), 6β-Hydroxytigogenin

Base Information

• Chemical Name: 5α.22β-Spirostandiol-(3β.6β), 6β-Hydroxytigogenin
• CAS No.: 562-33-4
• Molecular Formula: C₂₇H₄₄O₄
• Molecular Weight: 432.644
• Mol file: 562-33-4.mol

Synonyms:

Chemical Property of 5α.22β-Spirostandiol-(3β.6β), 6β-Hydroxytigogenin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5α.22β-Spirostandiol-(3β.6β), 6β-Hydroxytigogenin

There total 18 articles about 5α.22β-Spirostandiol-(3β.6β), 6β-Hydroxytigogenin 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: 93.0%

diosgenin (512-04-9) → chlorogenin (511-91-1,562-33-4,562-34-5,32562-83-7,41743-71-9,72203-51-1,74609-42-0)

Guidance literature:

diosgenin; With diborane; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With sodium hydroxide; In tetrahydrofuran; at 0 ℃; for 0.75h;

With dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield: 41.0%

diosgenin (512-04-9) → chlorogenin (511-91-1,562-33-4,562-34-5,32562-83-7,41743-71-9,72203-51-1,74609-42-0) + (3β,5α,6β,25R)-spirostan-3,6-diol (41743-71-9) + (5R)-5-hydroxydiosgenin (85707-31-9)

Guidance literature:

diosgenin; With sodium tetrahydroborate; In tetrahydrofuran; at -20 ℃; for 2h; Inert atmosphere; Sealed tube;

With boron trifluoride diethyl etherate; In tetrahydrofuran;

With methanol; dihydrogen peroxide; potassium hydroxide; In dichloromethane; at 20 ℃; for 1h; Temperature;

DOI:10.1039/d0sc01701a

Reference yield:

(25R)-6α-hydroxy-5α-spirostan-3β-yl O-β-D-xylopyranosyl-(1->3)-O-β-D-glucopyranosyl-(1->2)-O-[β-D-xylopyranosyl-(1->3)]-O-β-D-glucopyranosyl-(1->4)-β-D-galactopyranoside → chlorogenin (511-91-1,562-33-4,562-34-5,32562-83-7,41743-71-9,72203-51-1,74609-42-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 98 ℃; for 2h;

DOI:10.1021/np000230r

upstream raw materials:

aluminum isopropoxide

isopropyl alcohol

(25R)-5α-spirostan-3,6-dione

(25R)-6α-hydroxy-5α-spirostan-3-one

Downstream raw materials:

Di-O-benzoyl-chlorogenin

(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.0^2,9.0^4,8.0^13,18]icosa-16,18-diene-6,2'-oxane]

(25R)-3β-hydroxy-5α-spirostan-6-one

(23S,25R)-5α-spirostan-3β,6β,23-triol