Gibberellin A29-catabolite

Base Information

• Chemical Name: Gibberellin A29-catabolite
• CAS No.: 76040-29-4
• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.38
• DSSTox Substance ID: DTXSID30332088
• Nikkaji Number: J2.777.635C
• Wikidata: Q27110162
• Metabolomics Workbench ID: 28568
• Mol file: 76040-29-4.mol

Synonyms:Gibberellin A29-catabolite;76040-29-4;(1S,2S,3S,4R,9R,12S)-12-hydroxy-4-methyl-13-methylidene-6-oxotetracyclo[10.2.1.01,9.03,8]pentadec-7-ene-2,4-dicarboxylic acid;CHEBI:29592;DTXSID30332088;LMPR0104170012;Q27110162

Chemical Property of Gibberellin A29-catabolite

Chemical Property:

• Vapor Pressure: 1.43E-16mmHg at 25°C
• Boiling Point: 593.7°Cat760mmHg
• Flash Point: 326.9°C
• Density: 1.44g/cm³
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 346.14163842
• Heavy Atom Count: 25
• Complexity: 766

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(=O)C=C2C1C(C34C2CCC(C3)(C(=C)C4)O)C(=O)O)C(=O)O
• Isomeric SMILES: C[C@]1(CC(=O)C=C2[C@@H]1[C@@H]([C@]34[C@H]2CC[C@](C3)(C(=C)C4)O)C(=O)O)C(=O)O

Technology Process of Gibberellin A29-catabolite

There total 5 articles about Gibberellin A29-catabolite 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:

C19H24O7 (6800-32-4) → ent-13-hydroxy-2-oxo-20-norgibberella-1(10),16-diene-7,19-dioic acid (76040-29-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.34 g / 18-crown-6-ether / acetonitrile / 0.5 h / Heating

2: 238 mg / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 0.67 h

3: 70 mg / pyridine / 21 h

4: 19 mg / activated zinc dust, glacial acetic acid / 2 h

With 18-crown-6 ether; sodium acetate; acetic acid; pyridinium chlorochromate; zinc; In pyridine; dichloromethane; acetonitrile;

DOI:10.1039/P19810001083

Reference yield:

diphenacyl ent-2β,3α,13-trihydroxy-20-norgibberella-1(10),16-diene-7,19-dioate (78699-14-6) → ent-13-hydroxy-2-oxo-20-norgibberella-1(10),16-diene-7,19-dioic acid (76040-29-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 238 mg / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 0.67 h

2: 70 mg / pyridine / 21 h

3: 19 mg / activated zinc dust, glacial acetic acid / 2 h

With sodium acetate; acetic acid; pyridinium chlorochromate; zinc; In pyridine; dichloromethane;

DOI:10.1039/P19810001083

Reference yield:

diphenacyl ent-3α,13-dihydroxy-2-oxo-20-norgibberella-1(10),16-diene-7,19-dioate (78699-15-7) → ent-13-hydroxy-2-oxo-20-norgibberella-1(10),16-diene-7,19-dioic acid (76040-29-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 mg / pyridine / 21 h

2: 19 mg / activated zinc dust, glacial acetic acid / 2 h

With acetic acid; zinc; In pyridine;

DOI:10.1039/P19810001083

upstream raw materials:

diphenacyl ent-3α-acetoxy-13-hydroxy-2-oxo-20-norgibberella-1(10),16-diene-7,19-dioate

C₁₉H₂₄O₇

diphenacyl ent-2β,3α,13-trihydroxy-20-norgibberella-1(10),16-diene-7,19-dioate

diphenacyl ent-3α,13-dihydroxy-2-oxo-20-norgibberella-1(10),16-diene-7,19-dioate

Refernces