(3S,3aR,4S,6aR)-3-Methyl-4-octyl-3-phenylsulfanyl-dihydro-furo[3,4-b]furan-2,6-dione

Base Information

Chemical Name:(3S,3aR,4S,6aR)-3-Methyl-4-octyl-3-phenylsulfanyl-dihydro-furo[3,4-b]furan-2,6-dione
CAS No.:183488-79-1
Molecular Formula:C₂₁H₂₈O₄S
Molecular Weight:376.517
Hs Code.:

Synonyms:(3S,3aR,4S,6aR)-3-Methyl-4-octyl-3-phenylsulfanyl-dihydro-furo[3,4-b]furan-2,6-dione

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Chemical Property of (3S,3aR,4S,6aR)-3-Methyl-4-octyl-3-phenylsulfanyl-dihydro-furo[3,4-b]furan-2,6-dione

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Technology Process of (3S,3aR,4S,6aR)-3-Methyl-4-octyl-3-phenylsulfanyl-dihydro-furo[3,4-b]furan-2,6-dione

There total 5 articles about (3S,3aR,4S,6aR)-3-Methyl-4-octyl-3-phenylsulfanyl-dihydro-furo[3,4-b]furan-2,6-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: 83.0%

: 183488-78-0
(R)-Hydroxy-((2S,3S,4S)-4-methyl-2-octyl-5-oxo-4-phenylsulfanyl-tetrahydro-furan-3-yl)-acetic acid methyl ester

: 183488-79-1
(3S,3aR,4S,6aR)-3-Methyl-4-octyl-3-phenylsulfanyl-dihydro-furo[3,4-b]furan-2,6-dione

Guidance literature:: With camphor-10-sulfonic acid; In toluene; for 72h; Heating;
DOI:10.1021/jo9611935

Reference yield: 60.0%

: 183488-84-8
(R)-Hydroxy-((2S,3S,4S)-4-methyl-2-octyl-5-oxo-4-phenylsulfanyl-tetrahydro-furan-3-yl)-acetic acid

: 183488-79-1
(3S,3aR,4S,6aR)-3-Methyl-4-octyl-3-phenylsulfanyl-dihydro-furo[3,4-b]furan-2,6-dione

Guidance literature:: With camphor-10-sulfonic acid; In toluene; for 72h; Heating;
DOI:10.1021/jo9611935

Reference yield:

: ((2S,3S,4S)-4-Methyl-2-octyl-5-oxo-4-phenylsulfanyl-tetrahydro-furan-3-yl)-acetic acid benzyl ester

: 183488-79-1
(3S,3aR,4S,6aR)-3-Methyl-4-octyl-3-phenylsulfanyl-dihydro-furo[3,4-b]furan-2,6-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / hexamethyldisilazane, n-BuLi, MoOPH / tetrahydrofuran; hexane / 1.) 0 deg C, 15 min, 2.) -78 deg C, 30 min, 3.) -50 deg C, 2 h

2: FeCl₃ / CH₂Cl₂ / 1 h / 0 °C

3: 60 percent / CSA / toluene / 72 h / Heating

With n-butyllithium; MoO₅*pyridine*HMPA; camphor-10-sulfonic acid; iron(III) chloride; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/jo9611935