5-O-benzyl-3-deoxy-3-C-(2-fluoroethylidene)-1,2-O-isopropylidene-α-D-erythropentofuranose

Base Information

Chemical Name:5-O-benzyl-3-deoxy-3-C-(2-fluoroethylidene)-1,2-O-isopropylidene-α-D-erythropentofuranose
CAS No.:1339886-12-2
Molecular Formula:C₁₇H₂₁FO₄
Molecular Weight:308.35
Hs Code.:

Synonyms:5-O-benzyl-3-deoxy-3-C-(2-fluoroethylidene)-1,2-O-isopropylidene-α-D-erythropentofuranose

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Chemical Property of 5-O-benzyl-3-deoxy-3-C-(2-fluoroethylidene)-1,2-O-isopropylidene-α-D-erythropentofuranose

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Technology Process of 5-O-benzyl-3-deoxy-3-C-(2-fluoroethylidene)-1,2-O-isopropylidene-α-D-erythropentofuranose

There total 2 articles about 5-O-benzyl-3-deoxy-3-C-(2-fluoroethylidene)-1,2-O-isopropylidene-α-D-erythropentofuranose 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: 51.0%

: 1339886-05-3
5-O-benzyl-1,2-O-isopropylidene-3-C-vinyl-α-D-ribofuranose

: 1339886-12-2
5-O-benzyl-3-deoxy-3-C-(2-fluoroethylidene)-1,2-O-isopropylidene-α-D-erythropentofuranose

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - 20 ℃; for 3h; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.jfluchem.2011.07.001

Reference yield:

: 34311-63-2
5-O-benzyl-3-oxo-1,2-O-isopropylidene-α-D-xylofuranose

: 1339886-12-2
5-O-benzyl-3-deoxy-3-C-(2-fluoroethylidene)-1,2-O-isopropylidene-α-D-erythropentofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 20 °C / Inert atmosphere

2: diethylamino-sulfur trifluoride / dichloromethane / 3 h / -78 - 20 °C / Inert atmosphere

With diethylamino-sulfur trifluoride; In tetrahydrofuran; dichloromethane; 1: Grignard reaction;
DOI:10.1016/j.jfluchem.2011.07.001