GIBBERELLIN A5 METHYL ESTER

Base Information

• Chemical Name: GIBBERELLIN A5 METHYL ESTER
• CAS No.: 15355-45-0
• Molecular Formula: C20H24O5
• Molecular Weight: 344.4
• Mol file: 15355-45-0.mol

Synonyms:GIBBERELLIN A5 METHYL ESTER;(7S)-1α,4aα-(Carbonyloxy)-7-hydroxy-1-methyl-8-methylenegibb-2-ene-10β-carboxylic acid methyl ester

Chemical Property of GIBBERELLIN A5 METHYL ESTER

Chemical Property:

• PSA: 72.83000
• LogP: 2.14470

Purity/Quality:

99% ^*data from raw suppliers

GibberellinA5MethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Gibberellin A5 Methyl Ester is a derivative of Gibberellin A5 (G377465), a plant hormone which promotes floral development but have little effect on stem elongation.

Technology Process of GIBBERELLIN A5 METHYL ESTER

There total 16 articles about GIBBERELLIN A5 METHYL ESTER 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: 66.0%

gibberellic acid methyl ester (510-50-9) → gibberellin A5 methyl ester (15355-45-0)

Guidance literature:

With 2-nitrobenzenesulfonyl hydrazide; triphenylphosphine; diethylazodicarboxylate; In various solvent(s); -30 deg, 1 h; 23 deg C 30 min;

DOI:10.1016/0040-4039(96)00965-3

Reference yield: 45.0%

gibberellin A5 β-D-(2,3,4,6-tetra-O-acetyl)glucopyranosyl ester (63693-24-3) → gibberellin A5 methyl ester (15355-45-0) + gibberellin A5 β-D-glucopyranosyl ester

Guidance literature:

With sodium methylate; In methanol; for 0.25h; Ambient temperature;

Reference yield:

ent-13-acetoxy-10-hydroxy-20-norgobberella-2,16-diene-7,19-dioic acid 19,10-lactone 7-methyl ester (75885-02-8) → gibberellin A5 methyl ester (15355-45-0)

Guidance literature:

With potassium carbonate; In methanol; water; for 14h; Ambient temperature; pH 11;

DOI:10.1039/P19900000145

upstream raw materials:

ent-13-acetoxy-10-hydroxy-20-norgobberella-2,16-diene-7,19-dioic acid 19,10-lactone 7-methyl ester

ent-3β-chloro-10β,13-dihydroxy-7-methoxycarbonyl-20-norgibberella-1,16-dien-19-oic acd 19,10-lactone

4β-chloro-7-hydroxy-10β-methoxycarbonyl-1β-methyl-8-methylenegibb-2-ene-1α,4aα-carbolactone

gibberellin A₁ methyl ester

Downstream raw materials:

Gibberellin A₆

gibberellin A₅

Refernces

• 1、 Castellaro, Simon John,MacMillan, Jake,Singh, Arun Kumar,Willis, Christine Louise. "Preparation and Occurrence of Gibberellins A75 and A76 and 3-Epi-A72". . p. 145 - 152. Retrieved 1990.
• 2、 Schneider, Gernot,Schmidt, Juergen. "Synthesis of 13-O-β-D-Glucopyranosylgibberellin A5 β-D-Glucopyranosyl Ester". . p. 1149 - 1152. Retrieved 2007/10/02.