gibberic acid

Base Information

• Chemical Name: gibberic acid
• CAS No.: 427-78-1
• Molecular Formula: C18H20 O3
• Molecular Weight: 284.355
• Mol file: 427-78-1.mol

Synonyms:4ba,7a-Gibba-1,3,4a(10a)-triene-10b-carboxylic acid,1,7-dimethyl-8-oxo- (8CI); Gibberic acid (6CI,7CI);1H-7,9a-Methanobenz[a]azulene, gibba-1,3,4a(10a)-triene-10-carboxylic acidderiv.

Chemical Property of gibberic acid

Chemical Property:

• PSA: 54.37000
• LogP: 3.40980

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of gibberic acid

There total 10 articles about gibberic acid 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: 76.5%

(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) → (4bS,7S,9aS,10R)-1,7-dimethyl-8-oxo-4b,6,7,8,9,10-hexahydro-5H-7,9a-methanobenzo[a]azulene-10-carboxylic acid (427-78-1)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 3h;

DOI:10.1007/s00044-020-02551-2

Reference yield: 38.0%

(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) → Epigibberic acid (427-78-1,1156-03-2,5937-49-5,13613-81-5)

Guidance literature:

With hydrogenchloride; water; Reflux;

DOI:10.1038/nchem.1549

Reference yield:

→ (4bS,7S,9aS,10R)-1,7-dimethyl-8-oxo-4b,6,7,8,9,10-hexahydro-5H-7,9a-methanobenzo[a]azulene-10-carboxylic acid (427-78-1)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

(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

allogibberic acid

hydrogenchloride

water

Downstream raw materials:

1,7-Dimethyl-fluoren

Refernces

• 1、 Zhu, Shi-ying,Luo, Fa-zeng,Sun, Ping-Hua. "Synthesis and antitumor activity of novel gibberellin derivatives with tetracyclic diterpenoid skeletons". . p. 1341 - 1354. Retrieved 2020/05/11.
• 2、 Kirkwood, Paul S.,MacMillan, Jake,Hutchison, Michael. "1β-Hydroxygibberellin A5. Preparation and Comparison with Gibberellin A3". . p. 707 - 712. Retrieved 2007/10/02.