(3S,3aβ,6aβ,9aβ,9bα)-Dodecahydro-3β,9β-dimethyl-6-methyleneazuleno[4,5-b]furan-2,8-dione

Base Information

• Chemical Name: (3S,3aβ,6aβ,9aβ,9bα)-Dodecahydro-3β,9β-dimethyl-6-methyleneazuleno[4,5-b]furan-2,8-dione
• CAS No.: 38142-65-3
• Molecular Formula: C15H20 O3
• Molecular Weight: 248.322
• Mol file: 38142-65-3.mol

Synonyms:Azuleno[4,5-b]furan-2,8(3H,4H)-dione,octahydro-3,9-dimethyl-6-methylene-, [3S-(3a,3aa,6aa,9a,9aa,9bb)]-; Estafiatone, dihydro- (7CI);4b,15,11b,13-Tetrahydro-3-oxo-trans-germacran-6a,12-olide; Dihydroestafiatone

Chemical Property of (3S,3aβ,6aβ,9aβ,9bα)-Dodecahydro-3β,9β-dimethyl-6-methyleneazuleno[4,5-b]furan-2,8-dione

Chemical Property:

• PSA: 43.37000
• LogP: 2.35540

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3S,3aβ,6aβ,9aβ,9bα)-Dodecahydro-3β,9β-dimethyl-6-methyleneazuleno[4,5-b]furan-2,8-dione

There total 6 articles about (3S,3aβ,6aβ,9aβ,9bα)-Dodecahydro-3β,9β-dimethyl-6-methyleneazuleno[4,5-b]furan-2,8-dione 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: 47.0%

3-acetylzaluzanin C (16838-85-0) → tetrahydrodehydrozaluzanin C (38142-65-3) + estafiatone + dihydroestafiatol

Guidance literature:

With Rhizoctonia solani; for 576h;

DOI:10.1016/S0031-9422(02)00667-2

Reference yield:

dehydrocostus lactone (74299-48-2,93219-83-1,477-43-0) → tetrahydrodehydrozaluzanin C (38142-65-3)

Guidance literature:

Multi-step reaction with 3 steps

1: SeO₂; t-ButOOH

2: PCC

3: NaBH₄ / methanol

With tert.-butylhydroperoxide; sodium tetrahydroborate; selenium(IV) oxide; pyridinium chlorochromate; In methanol; 1: Oxidation / 2: Oxidation / 3: Reduction;

DOI:10.1002/(SICI)1096-9063(199906)55:6<662::AID-PS3>3.0.CO;2-Q

Reference yield:

dehydrozaluzanin C (16836-47-8) → tetrahydrodehydrozaluzanin C (38142-65-3)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1002/(SICI)1096-9063(199906)55:6<662::AID-PS3>3.0.CO;2-Q

upstream raw materials:

dehydrozaluzanin C

3-acetylzaluzanin C

3α-hydroxyguaia-4(15),10(14),11(13)-trien-12,6-olide

dehydrocostus lactone