Desoxoglabrolide

Base Information

• Chemical Name: Desoxoglabrolide
• CAS No.: 10379-62-1
• Molecular Formula: C₃₀H₄₆O₃
• Molecular Weight: 454.693
• Wikidata: Q105028476
• Mol file: 10379-62-1.mol

Synonyms:Desoxoglabrolide;10379-62-1;11-hydroxy-2,5,6,10,10,14,21-heptamethyl-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-22-one;3beta,22beta-Dihydroxyolean-12-en-30-oic acid gamma-lactone;(1S,2R,5S,6R,9R,11S,14R,15R,19S,21S)-11-hydroxy-2,5,6,10,10,14,21-heptamethyl-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-22-one;Regelide;Abruslactone A;CHEBI:172021;CHEBI:201463;BCP26010;3b-Hydroxy-12-oleanen-30,22b-olide;LS-15288;(1S,2R,5S,6R,9R,11S,14R,15R,19S,21S)-11-hydroxy-2,5,6,10,10,14,21-heptamethyl-23-oxahexacyclo[19.2.1.0^{2,19.0^{5,18.0^{6,15.0^{9,14]tetracos-17-en-22-one

Chemical Property of Desoxoglabrolide

Chemical Property:

• PSA: 46.53000
• LogP: 6.68430
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 454.34469533
• Heavy Atom Count: 33
• Complexity: 935

Purity/Quality:

98%,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)CC=C4C3(CCC5(C4CC6(CC5OC6=O)C)C)C)C)C

Technology Process of Desoxoglabrolide

There total 8 articles about Desoxoglabrolide 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:

licorice-saponin D3 → 11-deoxoglabrolide (10379-62-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 21 mg / methanol; diethyl ether / 1 h

2: 11 mg / 9percent methanolic HCl / 2 h / Heating

3: 10percent H₂SO₄ / ethanol; H₂O / 4 h / Heating

With hydrogenchloride; sulfuric acid; In methanol; diethyl ether; ethanol; water;

DOI:10.1248/cpb.41.1337

Reference yield:

(2R,4R,4aR,6aS,6bR,8aR,10S,12aR,14bS)-4-Acetoxy-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-picene-2-carboxylic acid methyl ester (118525-45-4) → deoxoglabrolide (10379-62-1,84104-71-2)

Guidance literature:

With sulfuric acid; In water;

DOI:10.1248/cpb.36.3710

Reference yield:

(2R,4R,4aR,6aS,6bR,8aR,10S,12aR,12bR,14bS)-4-Acetoxy-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-picene-2-carboxylic acid methyl ester (118525-45-4) → 11-deoxoglabrolide (10379-62-1)

Guidance literature:

With sulfuric acid; In ethanol; water; for 4h; Heating;

DOI:10.1248/cpb.41.1337

upstream raw materials:

(2R,4R,4aR,6aS,6bR,8aR,10S,12aR,14bS)-4-Acetoxy-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-picene-2-carboxylic acid methyl ester

(2R,4R,4aR,6aS,6bR,8aR,10S,12aR,14bS)-4-Acetoxy-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-picene-2-carboxylic acid

licorice-saponin D₃

(2R,4R,4aR,6aS,6bR,8aR,10S,12aR,12bR,14bS)-4-Acetoxy-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-picene-2-carboxylic acid methyl ester

Downstream raw materials:

abrisapogenol D