5-O-benzyl-3-carboxypropanamido-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

Base Information

Chemical Name:5-O-benzyl-3-carboxypropanamido-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose
CAS No.:1355965-95-5
Molecular Formula:C₂₀H₂₄N₂O₇
Molecular Weight:404.42
Hs Code.:

Synonyms:5-O-benzyl-3-carboxypropanamido-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

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Chemical Property of 5-O-benzyl-3-carboxypropanamido-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

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Technology Process of 5-O-benzyl-3-carboxypropanamido-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

There total 1 articles about 5-O-benzyl-3-carboxypropanamido-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose 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: 99.0%

: 108-30-5
succinic acid anhydride

: 302582-09-8
3-amino-5-O-benzyl-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

: 1355965-95-5
5-O-benzyl-3-carboxypropanamido-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

Guidance literature:: In toluene; for 5h; Reflux;
DOI:10.1016/j.tet.2011.11.067

Reference yield: 67.0%

: 1355965-95-5
5-O-benzyl-3-carboxypropanamido-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

: 1355965-96-6
5-O-benzyl-3-C-cyano-3-deoxy-1,2-O-isopropylidene-3-(2,5-dioxopyrrolidine)-α-D-ribofuranose

Guidance literature:: With pyridine; thionyl chloride; In dichloromethane; for 6h; Reflux;
DOI:10.1016/j.tet.2011.11.067

Reference yield:

: 1355965-95-5
5-O-benzyl-3-carboxypropanamido-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

: spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(2'-ethylidene-3',6',7'-trihydro-5'-oxo-pyrrolo[1,2-a]imidazole)]

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine; thionyl chloride / dichloromethane / 6 h / Reflux

2.1: methyltriisopropoxytitanium(IV) / tetrahydrofuran; diethyl ether / 1 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

With pyridine; thionyl chloride; methyltriisopropoxytitanium(IV); In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/j.tet.2011.11.067