(22S)-22,25-Epoxy-3β,17,20-trihydroxylanosta-7,9(11)-dien-18-oic acid γ-lactone

Base Information

• Chemical Name: (22S)-22,25-Epoxy-3β,17,20-trihydroxylanosta-7,9(11)-dien-18-oic acid γ-lactone
• CAS No.: 6853-99-2
• Molecular Formula: C₃₀H₄₄O₅
• Molecular Weight: 484.676
• Mol file: 6853-99-2.mol

Synonyms:(3S,3aR,5aS,7aR,9S,11aS,13aR)-3-((S)-5,5-Dimethyl-tetrahydro-furan-2-yl)-3a,9-dihydroxy-3,5a,8,8,11a-pentamethyl-3a,4,5,5a,7,7a,8,9,10,11,11a,13-dodecahydro-3H-2-oxa-pentaleno[1,6a-a]phenanthren-1-one;

Chemical Property of (22S)-22,25-Epoxy-3β,17,20-trihydroxylanosta-7,9(11)-dien-18-oic acid γ-lactone

Chemical Property:

• PSA: 75.99000
• LogP: 5.24070

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (22S)-22,25-Epoxy-3β,17,20-trihydroxylanosta-7,9(11)-dien-18-oic acid γ-lactone

There total 3 articles about (22S)-22,25-Epoxy-3β,17,20-trihydroxylanosta-7,9(11)-dien-18-oic acid γ-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:

holothurin A (38-26-6) → 22,25-oxydo-holothurinogenin (6853-99-2,56143-25-0)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 2h;

Reference yield:

C35H54O10 → D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + 22,25-epoxyholosta-7,9(11)-diene-3β,17α-diol (6853-99-2,56143-25-0)

Guidance literature:

With hydrogenchloride; In water; for 8h;

DOI:10.1007/BF00574327

Reference yield:

3-O-[3-O-methyl-β-D-glucopyranosyl-(1->3)-β-D-glucopyranosyl-(1->4)-β-D-quinovopyranosyl-(1->2)-4-O-sodiumsulfato-β-D-xylopyranosyl]-22,25-epoxy-holosta-9(11)-ene-3β,12α,17α-triol → D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + D-Glucose (2280-44-6) + 3-O-methyl-D-glucopyranose (3370-81-8) + 22,25-epoxyholosta-7,9(11)-diene-3β,17α-diol (6853-99-2,56143-25-0)

Guidance literature:

With hydrogenchloride; In water; for 8h; Further byproducts given; Heating;

DOI:10.1007/BF00574327

upstream raw materials:

holothurin A

Downstream raw materials:

3β,18-Diacetoxy-4,4,14α-trimethyl-androstan-17-on

Acetic acid (3S,3aR,5aS,7aR,9S,11aS)-3-(5,5-dimethyl-tetrahydro-furan-2-yl)-3a-hydroxy-3,5a,8,8,11a-pentamethyl-1-oxo-3a,4,5,5a,7,7a,8,9,10,11,11a,13-dodecahydro-3H-2-oxa-pentaleno[1,6a-a]phenanthren-9-yl ester

Acetic acid (3S,3aR,5aS,9S,11aS)-3-((S)-5,5-dimethyl-tetrahydro-furan-2-yl)-3a-hydroxy-3,5a,8,8,11a-pentamethyl-1-oxo-3a,4,5,5a,7,7a,8,9,10,11,11a,13-dodecahydro-3H-2-oxa-pentaleno[1,6a-a]phenanthren-9-yl ester

Refernces

• 1、 Ivanova, N. S.,Smetanina, O. F.,Kuznetsova, T. A.. "GLYCOSIDES OF MARINE INVERTEBRATES. XXVI. HOLOTHURIN A FROM THE PACIFIC OCEAN HOLOTHURIAN Holothuria squamifera. ISOLATION OF THE NATIVE AGLYCONE". . p. 424 - 426. Retrieved 2007/10/02.