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

Base Information

Chemical Name: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
CAS No.:99267-88-6
Molecular Formula:C₂₂H₂₈O₆S
Molecular Weight:420.527
Hs Code.:

Synonyms: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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Chemical Property of 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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Technology Process of 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

There total 4 articles about 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 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: 50.0%

: 99267-87-5
C₂₂H₂₈O₆S

: 99267-88-6
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

Guidance literature:: With boron trifluoride diethyl etherate; In toluene; at -30 ℃; for 19h;
DOI:10.1021/jo00350a081

Reference yield:

: 41410-55-3
1-β-hydroxy-6β,7α,11β-H-eudesm-4-en-6,12-olide

: 99267-88-6
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

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / pyridine / 20 h / Ambient temperature

2: 89.7 percent / MCPBA / CH₂Cl₂ / 14 h / Ambient temperature

3: 50 percent / BF₃*OEt₂ / toluene / 19 h / -30 °C

With pyridine; boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; toluene;
DOI:10.1021/jo00350a081

Reference yield:

: 23522-05-6
1-keto-6β,7α,11β-H-selin-4(5)-en-6,12-olide

: 99267-88-6
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

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / NaBH₄ / ethanol / 2.5 h / Ambient temperature

2: 90 percent / pyridine / 20 h / Ambient temperature

3: 89.7 percent / MCPBA / CH₂Cl₂ / 14 h / Ambient temperature

4: 50 percent / BF₃*OEt₂ / toluene / 19 h / -30 °C

With pyridine; sodium tetrahydroborate; boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; toluene;
DOI:10.1021/jo00350a081