𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Partial sulfonylation of methyl α- and β-d-xylopyranoside

✍ Scribed by Yôtaro Kondo

Publisher
Elsevier Science
Year
1982
Tongue
English
Weight
434 KB
Volume
110
Category
Article
ISSN
0008-6215

No coin nor oath required. For personal study only.

✦ Synopsis

In previous publications, on selective sulfonylation of 1 ,5-anhydro-n-glucitoll and 1,5-anhydroxylitol' with p-toluenesulfonyl chloride, the influences of steric and electronic factors on the relative reactivity of the hydroxyl groups were reported. In connection with these studies, the partial tosylation of methyl a-and /3-D-xylopyranoside (1 and 12) is now described.

Selective s~fonylation of 1 with two molar equivalents of ~-toluenesulfonyl chloride in pyridine at 0" gave a mixture of the 2~3,d-trisulfonate 2 (8.7x), the 2,4disulfonate 3 (70.3 %>, the 2,3-disulfonate 4 (10.2 %), and the 2-sulfonate 6 (10.8 %), as shown by t.1.c. Monomolar tosylation of 1 gave 3 (1 I .6 %), 4 (2.2 %), the 3-sulfonate 5 (0.6 %), 6 (79.2 %), and the 4-sulfonate 7 (6.3 %).

📜 SIMILAR VOLUMES

Catalytic versatility of trehalase: Synt
Catalytic versatility of trehalase: Synthesis of α-d-glucopyranosyl α-d-xylopyranoside from β-d-glucosyl fluoride and α-d-xylose
✍ Takafumi Kasumi; Curtis F. Brewer; Elwyn T. Reese; Edward J. Hehre 📂 Article 📅 1986 🏛 Elsevier Science 🌐 English ⚖ 848 KB

Trehalase was previously shown (see ref. 5) to hydrolyze alpha-D-glucosyl fluoride, forming beta-D-glucose, and to synthesize alpha, alpha-trehalose from beta-D-glucosyl fluoride plus alpha-D-glucose. Present observations further define the enzyme's separate cosubstrate requirements in utilizing the

ChemInform Abstract: A Common Access to
ChemInform Abstract: A Common Access to 2- and 3-Substituted Methyl β-D-Xylopyranosides.
✍ Maria Mastihubova; Peter Biely 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

Synthesis of methyl α- and β-D-gulopyran
Synthesis of methyl α- and β-D-gulopyranosiduronic acids
✍ Thorleif Anthonsen; Mohammed A.E. Sallam 📂 Article 📅 1980 🏛 Elsevier Science 🌐 English ⚖ 170 KB

The synthesis of glycosides of uronic acids by catalytic air-oxidation of glycosides of the corresponding aldoses has been reviewed by Heyns and Paulsen ~. Methyl ~-and /l-D-gulopyranosiduronic acids• required for a study of lanthanide-induced shifts in the n.m.r, spectra of carbohydrates, may be pr

ChemInform Abstract: Synthesis of Acylat
ChemInform Abstract: Synthesis of Acylated Methyl β-D-Xylopyranosides and Their Enzymic Deacylations by Rabbit Serum Esterases.
✍ V. PETROVIC; S. TOMIC; D. LJEVAKOVIC; J. TOMASIC 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB

Synthesis of Acylated Methyl β-D-Xylopyranosides and Their Enzymic Deacylations by Rabbit Serum Esterases. -In continuation of earlier works on enzymatic regioselective deacylations of sugars with esterases such as reaction is investigated with different derivatives such as (I), (IV) and (VI). It is