Gibberellin A34

Base Information

• Chemical Name: Gibberellin A34
• CAS No.: 32630-92-5
• Molecular Formula: C19H24O6
• Molecular Weight: 348.396
• Nikkaji Number: J4.763E
• Wikidata: Q27110163
• Mol file: 32630-92-5.mol

Synonyms:Gibberellin A34;32630-92-5;GA34;CHEBI:29593;(1R,2R,5R,8R,9S,10R,11S,12R,13S)-12,13-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1(5,8).0(1,10).0(2,8)]heptadecane-9-carboxylic acid;Q27110163;(1R,2R,5R,8R,9S,10R,11S,12R,13S)-12,13-Dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid;2beta,3beta-dihydroxy-1beta-methyl-8-methylidene-13-oxo-4a,1alpha-epoxymethano-4aalpha,4bbeta-gibbane-10beta-carboxylic acid

Chemical Property of Gibberellin A34

Chemical Property:

• Vapor Pressure: 1.8E-16mmHg at 25°C
• Melting Point: >175°C (dec.)
• Boiling Point: 591.8°Cat760mmHg
• Flash Point: 216°C
• PSA: 104.06000
• Density: 1.45g/cm³
• LogP: 1.10700
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Acetone (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 348.15728848
• Heavy Atom Count: 25
• Complexity: 717

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12C3C(C45CC(CCC4C3(CC(C1O)O)OC2=O)C(=C)C5)C(=O)O
• Isomeric SMILES: C[C@]12[C@H]3[C@@H]([C@@]45C[C@@H](CC[C@H]4[C@@]3(C[C@@H]([C@@H]1O)O)OC2=O)C(=C)C5)C(=O)O
• Uses: Gibberellin A34 is a derivative of the plant hormone Gibberellin which regulates growth and various developmental processes.

Technology Process of Gibberellin A34

There total 2 articles about Gibberellin A34 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: 75.0%

ent-2α,3α,10β-trihydroxy-20-norgibberell-16-ene-7,19-dioic acid 7-methyl ester-19,10-lactone (60369-33-7) → gibberellin A34 (32630-92-5)

Guidance literature:

With lithium n-propylmercaptide; In N,N,N,N,N,N-hexamethylphosphoric triamide; for 4h; Ambient temperature;

DOI:10.1016/0031-9422(95)00850-0

Reference yield:

C19H24O7 (60346-18-1) → gibberellin A34 (32630-92-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / Zn, TiCl₄ / tetrahydrofuran; CH₂Cl₂ / 2 h / Ambient temperature

2: 75 percent / Li S-propyl thiolate / hexamethylphosphoric acid triamide / 4 h / Ambient temperature

With titanium tetrachloride; lithium n-propylmercaptide; zinc; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;

DOI:10.1016/0031-9422(95)00850-0

Reference yield: 46.0%

gibberellin A34 (32630-92-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → ent-2α,3α,10β-trihydroxy-20-norgibberell-16-ene-7,19-dioic acid-19,10-lactone-7-O-β-D-(2',3',4',6'-tetra-O-acetyl)glucopyranosyl ester (123394-90-1)

Guidance literature:

With silver carbonate; In 1,2-dichloro-ethane; for 0.166667h; Heating;

DOI:10.1016/0031-9422(95)00850-0

upstream raw materials:

ent-2α,3α,10β-trihydroxy-20-norgibberell-16-ene-7,19-dioic acid 7-methyl ester-19,10-lactone

C₁₉H₂₄O₇

Downstream raw materials:

ent-2α,3α,10β-trihydroxy-20-norgibberell-16-ene-7,19-dioic acid-19,10-lactone-7-O-β-D-(2',3',4',6'-tetra-O-acetyl)glucopyranosyl ester

Refernces