gibberelic acid methyl ester

Base Information

• Chemical Name: gibberelic acid methyl ester
• CAS No.: 510-50-9
• Molecular Formula: C20H24O6
• Molecular Weight: 360.4
• Mol file: 510-50-9.mol

Synonyms:gibberelic acid methyl ester

Chemical Property of gibberelic acid methyl ester

Chemical Property:

• PSA: 93.06000
• LogP: 1.11550

Purity/Quality:

98%min ^*data from raw suppliers

GibberellicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 46-23/24/25-41-48
• Safety Statements: 53-16-26-27-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Gibberellic Acid Methyl Ester is a derivative of the plant hormone Gibberellin which regulates growth and various developmental processes.

Technology Process of gibberelic acid methyl ester

There total 41 articles about gibberelic acid 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: 98.0%

(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) + methyl iodide (74-88-4) → gibberellic acid methyl ester (510-50-9)

Guidance literature:

With potassium carbonate; In acetone;

DOI:10.1016/j.tet.2008.01.131

Reference yield: 97.0%

(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) + dimethyl sulfate (77-78-1) → gibberellic acid methyl ester (510-50-9)

Guidance literature:

With potassium carbonate; In acetone;

DOI:10.1016/j.bmcl.2009.07.090

Reference yield: 95.0%

gibberellic acid + methyl iodide (74-88-4) → (1R,2S,4aR,4bR,7S,9aS,10S)-2,7-dihydroxy-1-methyl-8-methylene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylate (510-50-9,25274-38-8,76675-42-8)

Guidance literature:

With potassium carbonate;

upstream raw materials:

ent-10β,13-dihydroxy-3β-p-tolylsulphonyloxy-20-norgibberella-1,16-diene-7,19-dioic acid 19,10β-lactone 7-methyl ester

diazomethane

(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

C₂₇H₂₈O₇

Downstream raw materials:

gibberellin A₁ methyl ester

methyl 4α-carboxy-3β,13α-dihydroxy-4β-methyl-16-methylenegibb-1-ene-6β-carboxylate

C₄₂H₅₁NO₁₀Si

gibberellenic acid

Refernces

• 1、 Svec, Riley L.,Hergenrother, Paul J.. "Imidazotetrazines as Weighable Diazomethane Surrogates for Esterifications and Cyclopropanations". supporting information. p. 1857 - 1862. Retrieved 2019/12/27.
• 2、 Wu, Ming-Jiang,Wu, Dong-Mei,Chen, Jing-Bo,Zhao, Jing-Feng,Gong, Liang,Gong, Ya-Xiao,Li, Yan,Yang, Xiao-Dong,Zhang, Hongbin. "Synthesis and anti-proliferative activity of allogibberic acid derivatives containing 1,2,3-triazole pharmacophore". supporting information. p. 2543 - 2549. Retrieved 2018/06/20.