ent-16beta,17-Dihydroxy-19-kauraic acid

Base Information

• Chemical Name: ent-16beta,17-Dihydroxy-19-kauraic acid
• CAS No.: 3301-61-9
• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.472
• ChEMBL ID: CHEMBL490353
• Mol file: 3301-61-9.mol

Synonyms:CHEMBL490353;ent-16beta,17-Dihydroxy-19-kauraic acid;BDBM50436975;AKOS040761662

Chemical Property of ent-16beta,17-Dihydroxy-19-kauraic acid

Chemical Property:

• Vapor Pressure: 2.44E-12mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 505.6 °C at 760 mmHg
• Flash Point: 273.6 °C
• PSA: 77.76000
• Density: 1.22 g/cm³
• LogP: 3.20730
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 336.23005950
• Heavy Atom Count: 24
• Complexity: 562

Purity/Quality:

99% ^*data from raw suppliers

ent-16beta,17-Dihydroxy-19-kauranoicacid ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCCC(C1CCC34C2CCC(C3)C(C4)(CO)O)(C)C(=O)O
• Isomeric SMILES: C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@@H](C3)[C@](C4)(CO)O)(C)C(=O)O

Technology Process of ent-16beta,17-Dihydroxy-19-kauraic acid

There total 8 articles about ent-16beta,17-Dihydroxy-19-kauraic acid 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: 71.0%

kaurenoic acid → 16α,17-dihydroxykauran-19-oic acid (3301-61-9)

Guidance literature:

With osmium(VIII) oxide; potassium carbonate; potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 22 ℃;

DOI:10.1080/00397911.2020.1821225

Reference yield: 32.0%

kaurenoic acid (5095-09-0,6730-83-2,14046-76-5,19941-50-5,20316-84-1,34426-48-7,98523-71-8) → ent-17-chloro-16-hydroxy-kauran-19-oic acid + 16α,17-dihydroxykauran-19-oic acid (3301-61-9) + ent-15β,16β-epoxy-17-hydroxykauran-19-oic acid (93888-88-1) + 17-hydroxy-ent-kaura-15-en-19-oic acid

Guidance literature:

With chloroform; 3,3-dimethyldioxirane; at 20 ℃; Further byproducts given;

DOI:10.1248/cpb.55.247

Reference yield:

ent-16α,17-[4-hydroxy-4-(2-hydroxyethyl)-cyclohexylidenedioxy]-(-)-19-oic acid → 16α,17-dihydroxykauran-19-oic acid (3301-61-9)

Guidance literature:

With hydrogenchloride; In water; at 50 ℃; for 2h;

DOI:10.1080/14786419.2017.1343327

upstream raw materials:

(2R,4'R,4a'S,6a'S,9'R,11a'R,11b'S)-4',11b'-dimethyldodecahydro-7'H-spiro[oxirane-2,8'-[6a,9]methanocyclohepta[a]naphthalene]-4'-carboxylic acid

ent-16β,17-dihydroxy-9(11)-kauren-19-oic acid

kaurenoic acid

grandiflorenic acid

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