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Simple synthesis of 6-thio glycopyranoses. Synthesis of 1,2,3-tri-O-acetyl-6-S-acetyl-4-O-benzoyl-6-thio-α-d-galactopyranose

✍ Scribed by David A. Yeagley; Alan J. Benesi; Momčilo Miljkovié

Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
119 KB
Volume
289
Category
Article
ISSN
0008-6215

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✦ Synopsis

In connection with other work underway in our laboratory, we needed a 6-thio-Dgalactopyranose derivative. A literature search produced only two references describing the syntheses of 6-thio-D-galactose derivatives [1,2]. Unfortunately, neither one was suitable for our purpose. One paper described the synthesis of a 6-thio-D-galactoseptanose derivative in a rather long reaction sequence and with an undetermined yield [1], whereas the other [2] described the synthesis of a peracetylated 6-thio-D-galactopyranose derivative with an unacceptably low yield.

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