(-)-3-<(1'S,2'S)-2',3'-Bis(benzyloxymethyl)-3'-cyclohexenyl>-2(5H)-furanone

Base Information

Chemical Name:(-)-3-<(1'S,2'S)-2',3'-Bis(benzyloxymethyl)-3'-cyclohexenyl>-2(5H)-furanone
CAS No.:150989-89-2
Molecular Formula:C₂₆H₂₈O₄
Molecular Weight:404.506
Hs Code.:

Synonyms:(-)-3-<(1'S,2'S)-2',3'-Bis(benzyloxymethyl)-3'-cyclohexenyl>-2(5H)-furanone

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Chemical Property of (-)-3-<(1'S,2'S)-2',3'-Bis(benzyloxymethyl)-3'-cyclohexenyl>-2(5H)-furanone

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Technology Process of (-)-3-<(1'S,2'S)-2',3'-Bis(benzyloxymethyl)-3'-cyclohexenyl>-2(5H)-furanone

There total 5 articles about (-)-3-<(1'S,2'S)-2',3'-Bis(benzyloxymethyl)-3'-cyclohexenyl>-2(5H)-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: 93.0%

: (3RS)-(-)-3-<(1'S,2'S)-2',3'-Bis(benzyloxymethyl)-3'-cyclohexenyl>-3-methylthio-2,3,4,5-tetrahydro-2-furanone

: 3-((1S,5R,6S)-5,6-Bis-benzyloxymethyl-cyclohex-3-enyl)-5H-furan-2-one

: 150989-89-2
(-)-3-<(1'S,2'S)-2',3'-Bis(benzyloxymethyl)-3'-cyclohexenyl>-2(5H)-furanone

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -70 ℃; for 1h; Yields of byproduct given. Title compound not separated from byproducts;

Reference yield:

: 150989-85-8
Methyl (1'R,2'S)-(-)-2',3'-Bis(benzyloxymethyl)-3'-cyclohexenylacetate

: 150989-89-2
(-)-3-<(1'S,2'S)-2',3'-Bis(benzyloxymethyl)-3'-cyclohexenyl>-2(5H)-furanone

Guidance literature:: Multi-step reaction with 4 steps

1: 1) Li-diisopropylamide (LDA), N,N,N',N'-tetramethylethylenediamine (TMEDA) / 1) THF, -78 deg C, 0.5 h, 2) a) -78 deg C, 0.5 h, b) 0 deg C, 9 h

2: 73 percent / p-toluenesulfonic acid monohydrate (p-TsOH) / methanol / 4 h / Ambient temperature

3: 1) Li diisopropylamide (LDA), N,N,N',N'-tetramethylethylenediamine (TMEDA) / 1) hexane, THF, -78 deg C, 0.5 h, 2) a) -78 deg C, 0.5 h, b) 0 deg C, 2 h

4: 93 percent / m-chloroperbenzoic acid (MCPBA) / CH₂Cl₂ / 1 h / -70 °C

With N,N,N,N,-tetramethylethylenediamine; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In methanol; dichloromethane;

Reference yield:

: 150989-84-7
Methyl(1'R,2'S,3'S,4'R)-(-)-2',3'-Bis(benzyloxymethyl)-4'-hydroxycyclohexylacetate

: 150989-89-2
(-)-3-<(1'S,2'S)-2',3'-Bis(benzyloxymethyl)-3'-cyclohexenyl>-2(5H)-furanone

Guidance literature:: Multi-step reaction with 5 steps

1: 4-(dimethylamine)pyridine (DMAP), trifluoromethanesulfonyl chloride (TfCl), / CH₂Cl₂ / 1) 0 deg C, 15 min, 2) r.t., 3 h

2: 1) Li-diisopropylamide (LDA), N,N,N',N'-tetramethylethylenediamine (TMEDA) / 1) THF, -78 deg C, 0.5 h, 2) a) -78 deg C, 0.5 h, b) 0 deg C, 9 h

3: 73 percent / p-toluenesulfonic acid monohydrate (p-TsOH) / methanol / 4 h / Ambient temperature

4: 1) Li diisopropylamide (LDA), N,N,N',N'-tetramethylethylenediamine (TMEDA) / 1) hexane, THF, -78 deg C, 0.5 h, 2) a) -78 deg C, 0.5 h, b) 0 deg C, 2 h

5: 93 percent / m-chloroperbenzoic acid (MCPBA) / CH₂Cl₂ / 1 h / -70 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; trifluoromethane sulfonyl chloride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In methanol; dichloromethane;