(3S,4R,5S)-4,5-dihydro-4-methyl-5-pentyl-3-(phenylsulfonyl)-2(3H)-furanone

Base Information

Chemical Name:(3S,4R,5S)-4,5-dihydro-4-methyl-5-pentyl-3-(phenylsulfonyl)-2(3H)-furanone
CAS No.:154867-98-8
Molecular Formula:C₁₆H₂₂O₄S
Molecular Weight:310.414
Hs Code.:

Synonyms:(3S,4R,5S)-4,5-dihydro-4-methyl-5-pentyl-3-(phenylsulfonyl)-2(3H)-furanone

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Chemical Property of (3S,4R,5S)-4,5-dihydro-4-methyl-5-pentyl-3-(phenylsulfonyl)-2(3H)-furanone

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Technology Process of (3S,4R,5S)-4,5-dihydro-4-methyl-5-pentyl-3-(phenylsulfonyl)-2(3H)-furanone

There total 5 articles about (3S,4R,5S)-4,5-dihydro-4-methyl-5-pentyl-3-(phenylsulfonyl)-2(3H)-furanone 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: 73.0%

: 1027197-11-0
(3R,4S)-2-Benzenesulfonyl-4-methoxymethoxy-3-methyl-nonanoic acid methyl ester

: (3S*,4R*,5R*)-4,5-dihydro-4,5-dimethyl-3-(phenylsulfonyl)-2(3H)-furanone

: 154867-98-8
(3S,4R,5S)-4,5-dihydro-4-methyl-5-pentyl-3-(phenylsulfonyl)-2(3H)-furanone

Guidance literature:: With sulfuric acid; In diethyl ether; water; at 60 ℃; for 24h; Yields of byproduct given;
DOI:10.1016/S0040-4020(01)80181-2

Reference yield:

: 140174-83-0
(E)-(S)-1-Benzenesulfonyl-oct-1-en-3-ol

: 154867-98-8
(3S,4R,5S)-4,5-dihydro-4-methyl-5-pentyl-3-(phenylsulfonyl)-2(3H)-furanone

Guidance literature:: Multi-step reaction with 5 steps

1: phosphorus pentoxide / CHCl₃ / 1.5 h / Ambient temperature

2: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

3: 89 percent / NaHCO₃ / dimethylformamide / 2 h / Ambient temperature

4: 88 percent / CH₂Cl₂ / 2 h / -20 °C

5: 73 percent / 2.7 M H₂SO₄ / diethyl ether; H₂O / 24 h / 60 °C

With phosphorus pentaoxide; n-butyllithium; sulfuric acid; sodium hydrogencarbonate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80181-2

Reference yield:

: ((E)-(S)-3-Methoxymethoxy-oct-1-ene-1-sulfonyl)-benzene

: 154867-98-8
(3S,4R,5S)-4,5-dihydro-4-methyl-5-pentyl-3-(phenylsulfonyl)-2(3H)-furanone

Guidance literature:: Multi-step reaction with 4 steps

1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

2: 89 percent / NaHCO₃ / dimethylformamide / 2 h / Ambient temperature

3: 88 percent / CH₂Cl₂ / 2 h / -20 °C

4: 73 percent / 2.7 M H₂SO₄ / diethyl ether; H₂O / 24 h / 60 °C

With n-butyllithium; sulfuric acid; sodium hydrogencarbonate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80181-2