cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-(hydroxymethyl)-3-(phenylmethyl)-2(3H)-furanone

Base Information

Chemical Name:cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-(hydroxymethyl)-3-(phenylmethyl)-2(3H)-furanone
CAS No.:107353-07-1
Molecular Formula:C₁₅H₁₈O₅
Molecular Weight:278.305
Hs Code.:

Synonyms:cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-(hydroxymethyl)-3-(phenylmethyl)-2(3H)-furanone

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Chemical Property of cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-(hydroxymethyl)-3-(phenylmethyl)-2(3H)-furanone

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Technology Process of cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-(hydroxymethyl)-3-(phenylmethyl)-2(3H)-furanone

There total 4 articles about cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-(hydroxymethyl)-3-(phenylmethyl)-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: 92.8%

: 107353-03-7
cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-<(phenylmethoxy)methyl>-3-(phenylmethyl)-2(3H)-furanone

: 107353-07-1
cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-(hydroxymethyl)-3-(phenylmethyl)-2(3H)-furanone

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 40h; under 2585.7 Torr; Ambient temperature;
DOI:10.1021/jo00383a002

Reference yield:

: 99883-88-2
2-(3-Benzyloxymethyl-oxiranyl)-[1,3]dioxolane

: 107353-07-1
cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-(hydroxymethyl)-3-(phenylmethyl)-2(3H)-furanone

Guidance literature:: Multi-step reaction with 4 steps

1: 54.8 percent / methanol / 48 h / Heating

2: 84.1 percent / LiCl / dimethylsulfoxide; H₂O / 25 h / 110 °C

3: 1.) lithium diisipropylamide / 1.) THF, -78 deg C, 1.25 h, 2.) THF, HMPA, -78 deg C, 3.5 h

4: 92.8 percent / H₂ / 10percent Pd/C / aq. ethanol / 40 h / 2585.7 Torr / Ambient temperature

With hydrogen; lithium chloride; lithium diisopropyl amide; palladium on activated charcoal; In methanol; ethanol; water; dimethyl sulfoxide;
DOI:10.1021/jo00383a002

Reference yield:

: 107353-02-6
cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-<(phenylmethoxy)methyl>-2(3H)-furanone

: 107353-07-1
cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-(hydroxymethyl)-3-(phenylmethyl)-2(3H)-furanone

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) lithium diisipropylamide / 1.) THF, -78 deg C, 1.25 h, 2.) THF, HMPA, -78 deg C, 3.5 h

2: 92.8 percent / H₂ / 10percent Pd/C / aq. ethanol / 40 h / 2585.7 Torr / Ambient temperature

With hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In ethanol;
DOI:10.1021/jo00383a002