(22R)-1α,3β,22,27-Tetrahydroxyergosta-5,24-diene-26-oic acid 26,22-lactone

Base Information

• Chemical Name: (22R)-1α,3β,22,27-Tetrahydroxyergosta-5,24-diene-26-oic acid 26,22-lactone
• CAS No.: 98569-64-3
• Molecular Formula: C28H42O5
• Molecular Weight: 458.638
• Mol file: 98569-64-3.mol

Synonyms:Sominone;Pubesenolide;

Chemical Property of (22R)-1α,3β,22,27-Tetrahydroxyergosta-5,24-diene-26-oic acid 26,22-lactone

Chemical Property:

• PSA: 86.99000
• LogP: 4.15750

Purity/Quality:

99% ^*data from raw suppliers

Pubesenolide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Pubesenolide is a steroidal sapogenin that was found to improve memory impairments and increase axonal density in Alzheimer’s disease in model mice.

Technology Process of (22R)-1α,3β,22,27-Tetrahydroxyergosta-5,24-diene-26-oic acid 26,22-lactone

There total 2 articles about (22R)-1α,3β,22,27-Tetrahydroxyergosta-5,24-diene-26-oic acid 26,22-lactone 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: 79.0%

C34H56O5Si (1185317-38-7) → (20S,22R)-1α,3β,27-trihydroxywitha-5,24(25)-dienolide (98569-64-3)

Guidance literature:

With pyridine hydrogenfluoride; In tetrahydrofuran; for 3h; Reflux; Inert atmosphere;

DOI:10.1021/ol901553w

Reference yield:

(20S,22R)-3β-[(O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl)oxy]-27-[(O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl)oxy]-1α-hydroxywitha-5,24(25)-dienolide → D-glucose (50-99-7) + (20S,22R)-1α,3β,27-trihydroxywitha-5,24(25)-dienolide (98569-64-3)

Guidance literature:

With naringinase; In aq. acetate buffer; at 20 ℃; for 72h; pH=4.3; Enzymatic reaction;

DOI:10.1080/14786419.2019.1667351

upstream raw materials:

C₃₄H₅₆O₅Si

Refernces

• 1、 Matsuya, Yuji,Yamakawa, Yu-Ichiro,Tohda, Chihiro,Teshigawara, Kiyoshi,Yamada, Masashi,Nemoto, Hideo. "Synthesis of sominone and its derivatives based on an RCM strategy: Discovery of a novel anti-alzheimer's disease medicine candidate "denosomin"". supporting information; experimental part. p. 3970 - 3973. Retrieved 2009/12/05.