Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
10605962 | Carbohydrate Research | 2005 | 5 Pages |
Abstract
The synthesis of a new bis-(d-glucopyranosid-2-yl)oxamides via the key intermediate, N-acetyl N-(methyl 3,4,6-tri-O-acetyl-α-d-glucopyranosid-2-yl) oxamic acid chloride (2α) described. Treatment of compound 2α with methyl 3,4,6-tri-O-acetyl-2-amino-2-deoxy-β-d-glucopyranoside afforded N-(methyl 3,4,6-tri-O-acetyl-α-d-glucopyranosid-2-yl)-Nâ²-(methyl 3,4,6-tri-O-acetyl-β-d-glucopyranosid-2-yl)-oxamide. Reaction of 2α with 1,2-diaminoethane afforded 1,2-bis-[N,Nâ²(methyl 3â²,4â²,6â²-tri-O-acetyl-α-d-glucopyranosid-2â²-yl)]ethyloxamide as a main product, while 2-N-[Nâ² (methyl 3â²,4â²,6â²-tri-O-acetyl-α-d-glucopyranosid-2â²-yl)oxamid]-ethyl acetamide was formed as a side-product. Reaction of 2α with 1,3-diamino-2-hydroxypropane gave only 1,3-bis-N,N-[Nâ²-(methyl 3â²,4â²,6â²-tri-O-acetyl-2â²-deoxy-α-d-glucopyranosid-2â²-yl)-oxamido]-2-propanol.
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Andrzej Temeriusz, Magdalena RowiÅska, BogusÅawa Piekarska-Bartoszewicz,