(17S,20R)-Pregna-5-ene-3β,11α,12β,14β,20-pentol

Base Information

• Chemical Name: (17S,20R)-Pregna-5-ene-3β,11α,12β,14β,20-pentol
• CAS No.: 22149-59-3
• Molecular Formula: C₂₁H₃₄O₅
• Molecular Weight: 366.498
• Mol file: 22149-59-3.mol

Synonyms:14b-Pregn-5-ene-3b,11a,12b,14,20b-pentol (7CI,8CI); Drevogenin D

Chemical Property of (17S,20R)-Pregna-5-ene-3β,11α,12β,14β,20-pentol

Chemical Property:

• PSA: 101.15000
• LogP: 1.36360

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (17S,20R)-Pregna-5-ene-3β,11α,12β,14β,20-pentol

There total 6 articles about (17S,20R)-Pregna-5-ene-3β,11α,12β,14β,20-pentol 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:

drevogenin D-3-O-β-glucopyranosyl-(1->4)-6-deoxy-3-O-methyl-β-allopyranosyl-(1->4)-β-cymaropyranosyl-(1->4)-β-cymaropyranoside → drevogenin D (22149-59-3) + D-glucose + 2,6-dideoxy-3-O-methyl-allose + 6-deoxy-3-O-methyl-allose (18546-13-9)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 75 ℃; for 1.5h;

DOI:10.1016/S0031-9422(02)00260-1

Reference yield:

drevogenin D-3-O-β-glucopyranosyl-(1->4)-6-deoxy-3-O-methyl-β-allopyranosyl-(1->4)-β-cymaropyranosyl-(1->4)-β-digitoxopyranoside → drevogenin D (22149-59-3) + digitoxose + 2,6-dideoxy-3-O-methyl-allose + 6-deoxy-3-O-methyl-allose (18546-13-9)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 75 ℃; for 1.5h; Further byproducts given;

DOI:10.1016/S0031-9422(02)00260-1

Reference yield:

dregealol → drevogenin D (22149-59-3)

Guidance literature:

With potassium hydroxide; In methanol; for 1h; Heating;

DOI:10.1016/j.tet.2003.08.063

upstream raw materials:

Dregoside D_a1

Dregeoside D_p1

tenasogenin

Refernces

• 1、 Singhal, Shobha,Khare, Maheshwari P.,Khare, Anakshi. "TENASOGENIN, A PREGNANE ESTER FROM MARSDENIA TENACISSIMA". . p. 2431 - 2434. Retrieved 1980.
• 2、 Yoshimura,Narita,Hayashi,Mitsuhashi. "Studies on the constituents of Asclepiadaceae plants. LIX. The structures of five new glycosides from Dregea volubilis (L.) Benth.". . p. 2287 - 2293. Retrieved 2007/10/02.