30-Norolean-13(18)-en-28-oic acid, 3,20-dihydroxy-, delta-lactone, (3beta,20beta)-

Base Information

• Chemical Name: 30-Norolean-13(18)-en-28-oic acid, 3,20-dihydroxy-, delta-lactone, (3beta,20beta)-
• CAS No.: 53526-69-5
• Molecular Formula: C₂₉H₄₄O₃
• Molecular Weight: 440.667
• DSSTox Substance ID: DTXSID301149420
• Mol file: 53526-69-5.mol

Synonyms:DTXSID301149420;53526-69-5

Chemical Property of 30-Norolean-13(18)-en-28-oic acid, 3,20-dihydroxy-, delta-lactone, (3beta,20beta)-

Chemical Property:

• PSA: 46.53000
• LogP: 6.58240
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 440.32904526
• Heavy Atom Count: 32
• Complexity: 917

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC3(C(C2(CCC1O)C)CCC4=C5CC6(CCC5(CCC43C)C(=O)O6)C)C)C

Technology Process of 30-Norolean-13(18)-en-28-oic acid, 3,20-dihydroxy-, delta-lactone, (3beta,20beta)-

There total 7 articles about 30-Norolean-13(18)-en-28-oic acid, 3,20-dihydroxy-, delta-lactone, (3beta,20beta)- 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:

3-O-β-D-glucuropyranosyl-30-norolean-12,20 (29)-dien-28-oic acid-28-O-β-D-glucopyranoside (131134-81-1) → Larreagenin A (53526-69-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.5N KOH / 2 h / Heating

2: 1N HCl / methanol / 4.5 h / Heating

With hydrogenchloride; potassium hydroxide; In methanol;

DOI:10.1139/v90-312

Reference yield:

Boussingoside A1 (131117-57-2) → 3β-hydroxy-30-norolean-12,19-dien-28-oic acid (94414-09-2) + Larreagenin A (53526-69-5) + (4aR,6aS,6bR,8aR,10S,12aR,12bR,14bS)-2,10-Dihydroxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester (94414-12-7) + (4aR,6aS,6bR,8aR,10S,12aR,12bR,14bS)-2,10-Dihydroxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid (94414-08-1)

Guidance literature:

With hydrogenchloride; In methanol; for 4.5h; Further byproducts given. Yields of byproduct given; Heating;

DOI:10.1139/v90-312

Reference yield:

3-O-β-D-glucuropyranosyl-30-norolean-12,20 (29)-dien-28-oic acid-28-O-β-D-glucopyranoside (131134-81-1) → 3β-hydroxy-30-norolean-12,19-dien-28-oic acid (94414-09-2) + Larreagenin A (53526-69-5) + (4aR,6aS,6bR,8aR,10S,12aR,12bR,14bS)-2,10-Dihydroxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester (94414-12-7) + (4aR,6aS,6bR,8aR,10S,12aR,12bR,14bS)-2,10-Dihydroxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid (94414-08-1)

Guidance literature:

With hydrogenchloride; In methanol; for 4.5h; Further byproducts given. Yields of byproduct given; Heating;

DOI:10.1139/v90-312

upstream raw materials:

methanol

Boussingoside A₁

3-O-β-D-glucuropyranosyl-30-norolean-12,20 (29)-dien-28-oic acid-28-O-β-D-glucopyranoside