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

Base Information

Chemical Name:cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-<(phenylmethoxy)methyl>-2(3H)-furanone
CAS No.:107353-02-6
Molecular Formula:C₁₅H₁₈O₅
Molecular Weight:278.305
Hs Code.:

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

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Chemical Property of cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-<(phenylmethoxy)methyl>-2(3H)-furanone

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Technology Process of cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-<(phenylmethoxy)methyl>-2(3H)-furanone

There total 2 articles about cis-(+/-)-5-(1,3-dioxolan-2-yl)dihydro-4-<(phenylmethoxy)methyl>-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: 84.1%

: cis-(+/-)-5-(1,3-dioxolan-2-yl)tetrahydro-2-oxo-4-<(phenylmethoxy)methyl>-3-furancarboxylic acid methyl ester

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

Guidance literature:: With lithium chloride; In water; dimethyl sulfoxide; at 110 ℃; for 25h;
DOI:10.1021/jo00383a002

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

1: 54.8 percent / methanol / 48 h / Heating

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

With lithium chloride; In methanol; 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

: 107353-09-3
cis-(+/-)-dihydro-3-(phenylmethyl)furo<3,4-b>furan-2(3H)-one

Guidance literature:: Multi-step reaction with 4 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

3: 53.9 percent / BF₃*Et₂O / methanol / 20 h / 50 °C

4: 42.9 percent / m-chlorobenzoic acid, boron trifluoride etherate / CH₂Cl₂ / 60 h / Ambient temperature

With boron trifluoride diethyl etherate; hydrogen; lithium diisopropyl amide; 3-chlorobenzoate; palladium on activated charcoal; In methanol; ethanol; dichloromethane;
DOI:10.1021/jo00383a002