(3α,4β,5β)-(+/-)-5-(1,3-dioxolan-2-yl)tetrahydro-2-oxo-4-<(phenylmethoxy)methyl>-3-(phenylmethyl)-2(3H)-furanacetic acid 1,1-dimethylethyl ester

Base Information

Chemical Name:(3α,4β,5β)-(+/-)-5-(1,3-dioxolan-2-yl)tetrahydro-2-oxo-4-<(phenylmethoxy)methyl>-3-(phenylmethyl)-2(3H)-furanacetic acid 1,1-dimethylethyl ester
CAS No.:107353-04-8
Molecular Formula:C₂₈H₃₄O₇
Molecular Weight:482.574
Hs Code.:

Synonyms:(3α,4β,5β)-(+/-)-5-(1,3-dioxolan-2-yl)tetrahydro-2-oxo-4-<(phenylmethoxy)methyl>-3-(phenylmethyl)-2(3H)-furanacetic acid 1,1-dimethylethyl ester

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Chemical Property of (3α,4β,5β)-(+/-)-5-(1,3-dioxolan-2-yl)tetrahydro-2-oxo-4-<(phenylmethoxy)methyl>-3-(phenylmethyl)-2(3H)-furanacetic acid 1,1-dimethylethyl ester

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Technology Process of (3α,4β,5β)-(+/-)-5-(1,3-dioxolan-2-yl)tetrahydro-2-oxo-4-<(phenylmethoxy)methyl>-3-(phenylmethyl)-2(3H)-furanacetic acid 1,1-dimethylethyl ester

There total 4 articles about (3α,4β,5β)-(+/-)-5-(1,3-dioxolan-2-yl)tetrahydro-2-oxo-4-<(phenylmethoxy)methyl>-3-(phenylmethyl)-2(3H)-furanacetic acid 1,1-dimethylethyl ester 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:

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

: 107353-04-8
(3α,4β,5β)-(+/-)-5-(1,3-dioxolan-2-yl)tetrahydro-2-oxo-4-<(phenylmethoxy)methyl>-3-(phenylmethyl)-2(3H)-furanacetic acid 1,1-dimethylethyl ester

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: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 0.75 h, 2.) THF, HMPA, -78 deg C, 3.5 h

With lithium chloride; lithium diisopropyl amide; In methanol; water; dimethyl sulfoxide;
DOI:10.1021/jo00383a002

Reference yield:

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

: 107353-04-8
(3α,4β,5β)-(+/-)-5-(1,3-dioxolan-2-yl)tetrahydro-2-oxo-4-<(phenylmethoxy)methyl>-3-(phenylmethyl)-2(3H)-furanacetic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 3 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: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 0.75 h, 2.) THF, HMPA, -78 deg C, 3.5 h

With lithium chloride; lithium diisopropyl amide; In 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

: 107353-04-8
(3α,4β,5β)-(+/-)-5-(1,3-dioxolan-2-yl)tetrahydro-2-oxo-4-<(phenylmethoxy)methyl>-3-(phenylmethyl)-2(3H)-furanacetic acid 1,1-dimethylethyl ester

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: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 0.75 h, 2.) THF, HMPA, -78 deg C, 3.5 h

With lithium diisopropyl amide;
DOI:10.1021/jo00383a002