3-O-Acetylgibberellin A3

Base Information

• Chemical Name: 3-O-Acetylgibberellin A3
• CAS No.: 7648-02-4
• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.417
• DSSTox Substance ID: DTXSID70997857
• Mol file: 7648-02-4.mol

Synonyms:3-O-acetylgibberellin A3

Chemical Property of 3-O-Acetylgibberellin A3

Chemical Property:

• Vapor Pressure: 2.05E-17mmHg at 25°C
• Boiling Point: 609.7°Cat760mmHg
• Flash Point: 217.3°C
• PSA: 110.13000
• Density: 1.43g/cm³
• LogP: 1.59790
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 388.15220310
• Heavy Atom Count: 28
• Complexity: 876

Purity/Quality:

GibberellicAcidAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1C=CC23C4CCC5(CC4(CC5=C)C(C2C1(C(=O)O3)C)C(=O)O)O
• Isomeric SMILES: CC(=O)O[C@H]1C=CC23[C@@H]4CC[C@]5(CC4(CC5=C)[C@H]([C@@H]2[C@]1(C(=O)O3)C)C(=O)O)O
• Uses: Gibberellic Acid Acetate is an intermediate in the synthesis of Gibberellin A7 which is a plant hormone that was isolated from culture filtrates of the fungus Gibberella fujikuroi. Gibberellin A7 was shown to promote the growth and elongation of cells.

Technology Process of 3-O-Acetylgibberellin A3

There total 3 articles about 3-O-Acetylgibberellin A3 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:

acetic anhydride (108-24-7) + (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid (77-06-5) → Gibberellin A3 3-acetate (7648-02-4)

Guidance literature:

With pyridine;

DOI:10.1039/jr9540004670

Reference yield:

→ Gibberellin A3 3-acetate (7648-02-4)

Guidance literature:

aus Gibberellinsaeure;

DOI:10.1016/S0031-9422(00)86117-8

Reference yield:

→ Gibberellinsaeure-monoacetat (7648-02-4,76675-40-6)

Guidance literature:

Gibberellinsaeure, Ac2O, Py., 4d (neben dem Diacetat);

DOI:10.1039/jr9600003022

upstream raw materials:

acetic anhydride

(3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid

Downstream raw materials:

3-O-acetylgibberelin A₃ 4-bromphenacylester

Refernces

• 1、 Fraga, Braulio M.,Gomez, Clemente D.,Hernandez, Melchor G.,Paz, Emilio de,Tellado, Fernando G.,Perales, Aurea A.. "Partial Syntheses of some Isomers of Gibberellin A1 and Gibberellin A3 Methyl Ester". . p. 1535 - 1540. Retrieved 2007/10/02.