2β,3α,4aα,7-Tetrahydroxy-1β-methyl-8-methylenegibbane-1α,10β-dicarboxylic acid 1,4a-lactone

Base Information

• Chemical Name: 2β,3α,4aα,7-Tetrahydroxy-1β-methyl-8-methylenegibbane-1α,10β-dicarboxylic acid 1,4a-lactone
• CAS No.: 72533-76-7
• Molecular Formula: C19H24O7
• Molecular Weight: 364.38966
• Mol file: 72533-76-7.mol

Synonyms:

Chemical Property of 2β,3α,4aα,7-Tetrahydroxy-1β-methyl-8-methylenegibbane-1α,10β-dicarboxylic acid 1,4a-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2β,3α,4aα,7-Tetrahydroxy-1β-methyl-8-methylenegibbane-1α,10β-dicarboxylic acid 1,4a-lactone

There total 5 articles about 2β,3α,4aα,7-Tetrahydroxy-1β-methyl-8-methylenegibbane-1α,10β-dicarboxylic acid 1,4a-lactone 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: 95.5%

C27H29BrO8 (170512-93-3) → Gibberellin-A(8) (7044-72-6,72533-76-7)

Guidance literature:

With ammonium chloride; acetic acid; zinc; In methanol; for 2h;

DOI:10.1007/BF00629875

Reference yield:

(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-A(8) (7044-72-6,72533-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) aq. Na₂CO₃, 2.) Et₃N / 1.) 96 deg C, 6 h, 2.) acetone, RT, 12 h

2: 79.6 percent / 2,2-azobis(2-methylpropionitrile), (n-Bu)3SnH / tetrahydrofuran; benzene / 0.42 h / 70 °C

3: 95.5 percent / Zn, NH₄Cl, AcOH / methanol / 2 h

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium carbonate; ammonium chloride; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; benzene;

DOI:10.1007/BF00629875

Reference yield:

C27H28BrIO8 (170512-92-2) → Gibberellin-A(8) (7044-72-6,72533-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 79.6 percent / 2,2-azobis(2-methylpropionitrile), (n-Bu)3SnH / tetrahydrofuran; benzene / 0.42 h / 70 °C

2: 95.5 percent / Zn, NH₄Cl, AcOH / methanol / 2 h

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; ammonium chloride; acetic acid; zinc; In tetrahydrofuran; methanol; benzene;

DOI:10.1007/BF00629875

upstream raw materials:

C₂₇H₂₉BrO₈

(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

C₂₇H₂₈BrIO₈