(2R,3R)-3-O-(benzyloxymethylene)-1,2-O-isopropylidene-3-<2-(5-methylfuryl)>-1,2,3-propanetriol

Base Information

Chemical Name:(2R,3R)-3-O-(benzyloxymethylene)-1,2-O-isopropylidene-3-<2-(5-methylfuryl)>-1,2,3-propanetriol
CAS No.:107941-08-2
Molecular Formula:C₁₉H₂₄O₅
Molecular Weight:332.397
Hs Code.:

Synonyms:(2R,3R)-3-O-(benzyloxymethylene)-1,2-O-isopropylidene-3-<2-(5-methylfuryl)>-1,2,3-propanetriol

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Chemical Property of (2R,3R)-3-O-(benzyloxymethylene)-1,2-O-isopropylidene-3-<2-(5-methylfuryl)>-1,2,3-propanetriol

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Technology Process of (2R,3R)-3-O-(benzyloxymethylene)-1,2-O-isopropylidene-3-<2-(5-methylfuryl)>-1,2,3-propanetriol

There total 4 articles about (2R,3R)-3-O-(benzyloxymethylene)-1,2-O-isopropylidene-3-<2-(5-methylfuryl)>-1,2,3-propanetriol 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: 90.0%

: 3587-60-8
Benzyloxymethyl chloride

: 103061-82-1
(2R,3R)-1,2-O-isopropylidene-3-<2-(5-methylfuryl)>-1,2,3-propanetriol

: 107941-08-2
(2R,3R)-3-O-(benzyloxymethylene)-1,2-O-isopropylidene-3-<2-(5-methylfuryl)>-1,2,3-propanetriol

Guidance literature:: N-ethyl-N,N-diisopropylamine; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/S0040-4039(00)84354-3

Reference yield:

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 107941-08-2
(2R,3R)-3-O-(benzyloxymethylene)-1,2-O-isopropylidene-3-<2-(5-methylfuryl)>-1,2,3-propanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / 1.) butyllithium 2.) ZnBr₂ / tetrahydrofuran; hexane / 1.) from -30 deg C to 10 deg C, 4 h 2.) 15 min 3.) -40 deg C, 4 h, then to 0 deg C, within 3 h

2: 90 percent / diisopropylethylamine / CH₂Cl₂ / 24 h / Ambient temperature

With n-butyllithium; N-ethyl-N,N-diisopropylamine; zinc dibromide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja00247a025

Reference yield:

: 534-22-5
2-methylfuran

: 107941-08-2
(2R,3R)-3-O-(benzyloxymethylene)-1,2-O-isopropylidene-3-<2-(5-methylfuryl)>-1,2,3-propanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / 1.) butyllithium 2.) ZnBr₂ / tetrahydrofuran; hexane / 1.) from -30 deg C to 10 deg C, 4 h 2.) 15 min 3.) -40 deg C, 4 h, then to 0 deg C, within 3 h

2: 90 percent / diisopropylethylamine / CH₂Cl₂ / 24 h / Ambient temperature

With n-butyllithium; N-ethyl-N,N-diisopropylamine; zinc dibromide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja00247a025