(3S,3aS,5aS,9S,9aS,9bR)-8-Hydroxy-3,5a,9-trimethyl-decahydro-naphtho[1,2-b]furan-2-one

Base Information

Chemical Name:(3S,3aS,5aS,9S,9aS,9bR)-8-Hydroxy-3,5a,9-trimethyl-decahydro-naphtho[1,2-b]furan-2-one
CAS No.:65017-96-1
Molecular Formula:C₁₅H₂₄O₃
Molecular Weight:252.354
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,3aS,5aS,9S,9aS,9bR)-8-Hydroxy-3,5a,9-trimethyl-decahydro-naphtho[1,2-b]furan-2-one

Chemical Property:

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Technology Process of (3S,3aS,5aS,9S,9aS,9bR)-8-Hydroxy-3,5a,9-trimethyl-decahydro-naphtho[1,2-b]furan-2-one

There total 1 articles about (3S,3aS,5aS,9S,9aS,9bR)-8-Hydroxy-3,5a,9-trimethyl-decahydro-naphtho[1,2-b]furan-2-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:

: 481-07-2
β-santonin

: 6089-71-0,18045-58-4,22387-66-2,29395-96-8,32981-64-9,65017-96-1,67895-88-9,67895-89-0,98796-78-2,127617-02-1,132185-32-1,132185-33-2
(11R)-3α,6α-dihydroxy-eudesman-12-oic acid-6-lactone

: 32638-47-4
(11R)-6α-hydroxy-3-oxo-5β-eudesman-12-oic acid-lactone

Guidance literature:: With potassium hydroxide; anschliessend Hydrieren an Platin und Erhitzen der eingeengten Reaktionsloesung mit wss. Salzsaeure;
DOI:10.1016/0040-4020(58)80007-1

Reference yield:

: 65017-96-1
(11S)-3β,6α-dihydroxy-4βH-eudesman-12-oic acid-6-lactone

: 140169-48-8
6α-O-acetyl-p-coumaroyloxy-5,7αH-eudesm-3-ene

Guidance literature:: Multi-step reaction with 5 steps

1: 63 percent / pyridine, SOCl₂ / 2.25 h / 80 - 82 °C

2: 93 percent / LiBr, Li₂CO₃ / dimethylformamide / 2.25 h / 138 - 140 °C

3: 98 percent / diisobutylaluminium hydride / hexane / 0.75 h / -20 °C

4: 1) KOH, 80percent aq. hydrazine / 1) diethylenglycol, 110 to 115 deg C, 1.75 h, 2) 200 to 205 deg C, 3.75 h

5: 32 percent / pyridine / benzene / 65 h / 0 °C

With pyridine; potassium hydroxide; thionyl chloride; lithium carbonate; diisobutylaluminium hydride; hydrazine hydrate; lithium bromide; In hexane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)88189-8

Reference yield:

: 65017-96-1
(11S)-3β,6α-dihydroxy-4βH-eudesman-12-oic acid-6-lactone

: 140224-91-5
6-epi-α-verbesinol p-coumarate

Guidance literature:: Multi-step reaction with 6 steps

1: 63 percent / pyridine, SOCl₂ / 2.25 h / 80 - 82 °C

2: 93 percent / LiBr, Li₂CO₃ / dimethylformamide / 2.25 h / 138 - 140 °C

3: 98 percent / diisobutylaluminium hydride / hexane / 0.75 h / -20 °C

4: 1) KOH, 80percent aq. hydrazine / 1) diethylenglycol, 110 to 115 deg C, 1.75 h, 2) 200 to 205 deg C, 3.75 h

5: 32 percent / pyridine / benzene / 65 h / 0 °C

6: 79 percent / NaBH₄ / 1,2-dimethoxy-ethane / 20 h

With pyridine; potassium hydroxide; sodium tetrahydroborate; thionyl chloride; lithium carbonate; diisobutylaluminium hydride; hydrazine hydrate; lithium bromide; In 1,2-dimethoxyethane; hexane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)88189-8