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

Base Information

• Chemical Name: (3S)-3aβ,4,5,5a,6,7,8,9bα-Octahydro-6α-hydroxy-3,5aα,9-trimethylnaphtho[1,2-b]furan-2(3H)-one
• CAS No.: 41410-55-3
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.338
• Mol file: 41410-55-3.mol

Synonyms:Naphtho[1,2-b]furan-2(3H)-one,3a,4,5,5a,6,7,8,9b-octahydro-6-hydroxy-3,5a,9-trimethyl-, [3S-(3a,3aa,5ab,6b,9bb)]-; Artemalin; Artesin; Artesin (terpene)

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

Chemical Property:

• PSA: 46.53000
• LogP: 2.43540

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 22 articles about (3S)-3aβ,4,5,5a,6,7,8,9bα-Octahydro-6α-hydroxy-3,5aα,9-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: 91.0%

(+/-)-1-oxo-dihydromagnolialide (23522-05-6,54192-33-5,81124-57-4,95723-42-5,126642-72-6) → (+/-)-dihydromagnolialide (23522-07-8,41410-55-3,60733-12-2,95723-45-8,103000-47-1,125761-13-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)98812-X

Reference yield: 90.0%

1β-t.butyldimethylsilyloxy-6,11βH-eudesm-4(5)-en-6,12-olide → (+/-)-dihydromagnolialide (23522-07-8,41410-55-3,60733-12-2,95723-45-8,103000-47-1,125761-13-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4020(01)98812-X

Reference yield: 83.0%

1-keto-6β,7α,11β-H-selin-4(5)-en-6,12-olide (23522-05-6) → 1-β-hydroxy-6β,7α,11β-H-eudesm-4-en-6,12-olide (41410-55-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 2.5h; Ambient temperature;

DOI:10.1021/jo00350a081

upstream raw materials:

1-keto-6β,7α,11β-H-selin-4(5)-en-6,12-olide

1β-hydroxy-5α,6β,7αH-eudesma-4(5),11(13)-dien-12,6-olide

(+/-)-1-oxo-dihydromagnolialide

3-methylcyclohexen-2-one

Downstream raw materials:

1-keto-6β,7α,11β-H-selin-4(5)-en-6,12-olide

Toluene-4-sulfonic acid (3S,3aS,5aR,6R,9bS)-3,5a,9-trimethyl-2-oxo-2,3,3a,4,5,5a,6,7,8,9b-decahydro-naphtho[1,2-b]furan-6-yl ester

C₂₂H₂₈O₆S

Toluene-4-sulfonic acid (3S,3aS,5aS,6R,9aR,9bS)-9a-hydroxy-3,5a-dimethyl-9-methylene-2-oxo-dodecahydro-naphtho[1,2-b]furan-6-yl ester

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