Synthesis of 1-(α-D-glucopyranosyl)-1-deoxy-D-fructose a non-metabolisable analogue of sucrose

Marta Carcano; Francesco Nicotra; Luigi Panza; Giovanni Russo

doi:10.1039/C39890000642

Synthesis of 1-(α-D-glucopyranosyl)-1-deoxy-D-fructose a non-metabolisable analogue of sucrose

Marta Carcano
, Francesco Nicotra
, Luigi Panza
, Giovanni Russo

Research output: Contribution to journal › Article › peer-review

Abstract

Reaction of the ylide (6), obtained from the known 1′-(2,3,4,6-tetra- O-benzyl-α-D-glucopyranosyl)prop-2-ene (2), with 2,3-O-isopropylidene-D- glyceraldehyde, osmylation of the product (7), and deprotection, affords 1-(α-D-glucopyranosyl)-1-deoxy-D-fructose (1), a C-disaccharide structurally related to sucrose.

Original language	English
Pages (from-to)	642-643
Number of pages	2
Journal	Chemical Communications
Issue number	10
DOIs	https://doi.org/10.1039/C39890000642
Publication status	Published - 1989
Externally published	Yes

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title = "Synthesis of 1-(α-D-glucopyranosyl)-1-deoxy-D-fructose a non-metabolisable analogue of sucrose",

abstract = "Reaction of the ylide (6), obtained from the known 1′-(2,3,4,6-tetra- O-benzyl-α-D-glucopyranosyl)prop-2-ene (2), with 2,3-O-isopropylidene-D- glyceraldehyde, osmylation of the product (7), and deprotection, affords 1-(α-D-glucopyranosyl)-1-deoxy-D-fructose (1), a C-disaccharide structurally related to sucrose.",

author = "Marta Carcano and Francesco Nicotra and Luigi Panza and Giovanni Russo",

year = "1989",

doi = "10.1039/C39890000642",

language = "English",

pages = "642--643",

journal = "Chemical Communications",

issn = "0022-4936",

publisher = "Royal Society of Chemistry",

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T1 - Synthesis of 1-(α-D-glucopyranosyl)-1-deoxy-D-fructose a non-metabolisable analogue of sucrose

AU - Carcano, Marta

AU - Nicotra, Francesco

AU - Panza, Luigi

AU - Russo, Giovanni

PY - 1989

Y1 - 1989

N2 - Reaction of the ylide (6), obtained from the known 1′-(2,3,4,6-tetra- O-benzyl-α-D-glucopyranosyl)prop-2-ene (2), with 2,3-O-isopropylidene-D- glyceraldehyde, osmylation of the product (7), and deprotection, affords 1-(α-D-glucopyranosyl)-1-deoxy-D-fructose (1), a C-disaccharide structurally related to sucrose.

AB - Reaction of the ylide (6), obtained from the known 1′-(2,3,4,6-tetra- O-benzyl-α-D-glucopyranosyl)prop-2-ene (2), with 2,3-O-isopropylidene-D- glyceraldehyde, osmylation of the product (7), and deprotection, affords 1-(α-D-glucopyranosyl)-1-deoxy-D-fructose (1), a C-disaccharide structurally related to sucrose.

UR - https://www.scopus.com/pages/publications/37049078759

U2 - 10.1039/C39890000642

DO - 10.1039/C39890000642

M3 - Article

SN - 0022-4936

SP - 642

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JO - Chemical Communications

JF - Chemical Communications

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ER -

Synthesis of 1-(α-D-glucopyranosyl)-1-deoxy-D-fructose a non-metabolisable analogue of sucrose

Abstract

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