(3S)-3aβ,4,5,5a,6,7,8,9,9aβ,9bα-Decahydro-3β,5aα,9β-trimethylnaphtho[1,2-b]furan-2(3H)-one

Base Information

• Chemical Name: (3S)-3aβ,4,5,5a,6,7,8,9,9aβ,9bα-Decahydro-3β,5aα,9β-trimethylnaphtho[1,2-b]furan-2(3H)-one
• CAS No.: 14804-52-5
• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.354
• Mol file: 14804-52-5.mol

Synonyms:Eudesman-12-oicacid, 6a-hydroxy-, g-lactone, (11S)- (8CI);Naphtho[1,2-b]furan-2(3H)-one, decahydro-3,5a,9-trimethyl-, [3S-(3a,3aa,5ab,9a,9aa,9bb)]-; Santanolide A (7CI); 3-Desoxy-a-tetrahydrosantonin; Santonin, deoxo-a-tetrahydro-; Santonin,deoxyhexahydro-

Chemical Property of (3S)-3aβ,4,5,5a,6,7,8,9,9aβ,9bα-Decahydro-3β,5aα,9β-trimethylnaphtho[1,2-b]furan-2(3H)-one

Chemical Property:

• PSA: 26.30000
• LogP: 3.40040

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3S)-3aβ,4,5,5a,6,7,8,9,9aβ,9bα-Decahydro-3β,5aα,9β-trimethylnaphtho[1,2-b]furan-2(3H)-one

There total 27 articles about (3S)-3aβ,4,5,5a,6,7,8,9,9aβ,9bα-Decahydro-3β,5aα,9β-trimethylnaphtho[1,2-b]furan-2(3H)-one 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: 53.0%

5αH,4,6,11βH-eudesman-6,13-diol (34425-53-1,76826-63-6,106637-34-7,106637-36-9) → (2S,4aR,8R,8aS)-2-(2-Hydroxy-1-methyl-ethyl)-4a,8-dimethyl-octahydro-naphthalen-1-one (76826-65-8,76964-08-4) + santanolide 'a' (2221-83-2,14804-52-5,34425-47-3,67467-46-3,128656-80-4,128656-81-5,128656-82-6,128656-83-7,128656-84-8,128656-85-9,128656-86-0,128656-87-1,128656-88-2,128656-89-3,128656-90-6,128656-91-7)

Guidance literature:

With pyridine; chromium(VI) oxide; Product distribution;

Reference yield: 47.7%

5αH,4,6,11βH-eudesman-6,13-diol (34425-53-1,76826-63-6,106637-34-7,106637-36-9) → (3S,3aS,5aR,9R,9aS,9bS)-3,5a,9-Trimethyl-dodecahydro-naphtho[1,2-b]furan-2-ol (76826-64-7) + (2S,4aR,8R,8aS)-2-(2-Hydroxy-1-methyl-ethyl)-4a,8-dimethyl-octahydro-naphthalen-1-one (76826-65-8,76964-08-4) + santanolide 'a' (2221-83-2,14804-52-5,34425-47-3,67467-46-3,128656-80-4,128656-81-5,128656-82-6,128656-83-7,128656-84-8,128656-85-9,128656-86-0,128656-87-1,128656-88-2,128656-89-3,128656-90-6,128656-91-7)

Guidance literature:

With pyridinium chlorochromate; Product distribution;

Reference yield: 29.4%

5αH,4,6,11βH-eudesman-6,13-diol (34425-53-1,76826-63-6,106637-34-7,106637-36-9) → santanolide 'a' (2221-83-2,14804-52-5,34425-47-3,67467-46-3,128656-80-4,128656-81-5,128656-82-6,128656-83-7,128656-84-8,128656-85-9,128656-86-0,128656-87-1,128656-88-2,128656-89-3,128656-90-6,128656-91-7)

Guidance literature:

With Jones' reagent (3 equiv); Product distribution;

upstream raw materials:

(11S)-3,3-ethanediyldimercapto-6α-hydroxy-4βH-eudesman-12-oic acid-lactone

1,4-dioxane

(11S)-2α-acetoxy-3,3-ethanediyldimercapto-6α-hydroxy-4βH-eudesman-12-oic acid-lactone

ethanol

Downstream raw materials:

(11S)-12-(4-nitro-benzoyloxy)-4βH-eudesman-6α-ol

(11S)-12-(4-nitro-benzoyloxy)-4βH-eudesman-6-one

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