cis-(+/-)-tetrahydro-6-methoxy-3-(phenylmethyl)furo<3,4-b>furan-2(3H)-one

Base Information

Chemical Name:cis-(+/-)-tetrahydro-6-methoxy-3-(phenylmethyl)furo<3,4-b>furan-2(3H)-one
CAS No.:107353-08-2
Molecular Formula:C₁₄H₁₆O₄
Molecular Weight:248.279
Hs Code.:

Synonyms:cis-(+/-)-tetrahydro-6-methoxy-3-(phenylmethyl)furo<3,4-b>furan-2(3H)-one

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Chemical Property of cis-(+/-)-tetrahydro-6-methoxy-3-(phenylmethyl)furo<3,4-b>furan-2(3H)-one

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Technology Process of cis-(+/-)-tetrahydro-6-methoxy-3-(phenylmethyl)furo<3,4-b>furan-2(3H)-one

There total 4 articles about cis-(+/-)-tetrahydro-6-methoxy-3-(phenylmethyl)furo<3,4-b>furan-2(3H)-one 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: 53.9%

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

: 107353-08-2
cis-(+/-)-tetrahydro-6-methoxy-3-(phenylmethyl)furo<3,4-b>furan-2(3H)-one

Guidance literature:: With boron trifluoride diethyl etherate; In methanol; at 50 ℃; for 20h;
DOI:10.1021/jo00383a002

Reference yield:

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

: 107353-08-2
cis-(+/-)-tetrahydro-6-methoxy-3-(phenylmethyl)furo<3,4-b>furan-2(3H)-one

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

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

: 107353-08-2
cis-(+/-)-tetrahydro-6-methoxy-3-(phenylmethyl)furo<3,4-b>furan-2(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: 84.1 percent / LiCl / dimethylsulfoxide; H₂O / 25 h / 110 °C

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

3: 92.8 percent / H₂ / 10percent Pd/C / aq. ethanol / 40 h / 2585.7 Torr / Ambient temperature

4: 53.9 percent / BF₃*Et₂O / methanol / 20 h / 50 °C

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