Reference

2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranose as detoxication agent

2,3,4,6-tetra-O-acetyl-1-thio-b-D-glucopyranose as detoxication agent. Suzuki, Shuichi; Sato, Toshio; Imai, Zenjiro; Harada, Michio; Miyachi, Yutaro; Yoshioka, Yoshiatsu (Nippon Chemiphar Co., Ltd., Japan). Japan. JP 52031846 B4 17 Aug 1977 Showa, 2 pp. (Japanese). (Japan). CODEN: JAXXAD. CLASS: IC: C07H013-06. APPLICATION: JP 69-65334 20 Aug 1969. DOCUMENT TYPE: Patent CA Section: 63 (Pharmaceuticals) Section cross-reference(s): 4, 33 The detoxication agent 2,3,4,6-tetra-O-acetyl-1-thio-b-D--glucopyranose (I) [19879-84-6] is prepd. by treatment of II [47537-23-5] with basic ion-exchange resins. Thus, b-D-glucopyranose [492-61-5] was treated with anhyd. HOAc to form 1,2,3,4,6-penta-O-acetyl-b-D-glucopyranose [604-69-3], which was treated with Br to give 1-bromo-2,3,4,6-tetra-O-acetyl-b-glucopyranose (III) [6919-96-6]. III dissolved in Me2CO was treated with pseudothiourea [17356-08-0] to produce II. II dissolved in MeOH was mixed with Amberlite IRA 411 at 40° for 3 h to give I.

Direct detection of 1-(b-D-glucopyranosyl)phenobarbital in human urine

Direct detection of 1-(b-D-glucopyranosyl)phenobarbital in human urine. Soine, W. H.; Bhargava, V. O.; Garrettson, L. K. (Sch. Pharm., Virginia Commonw. Univ., Richmond, VA 23298-0001, USA). Drug Metab. Dispos., 12(6), 792-4 (English) 1984. CODEN: DMDSAI. ISSN: 0090-9556. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) The prepn. of 1-(b-D-glucopyranosyl)phenobarbital (I) [72209-10-0] and its direct detection in human urine using HPLC and gas chromatog. (GC)/mass spectrometry (MS) is reported.Some commonly used reagents like 72209-10-0 is used in this experiment. 1-(2,3,4,6-Tetraacetyl-b-D-glucopyranosyl)phenobarbital [72209-11-1] was prepd. using conditions described by U. Niedballa and H. Vorbruggen (1974) for coupling pyrimidines with b-D-glucose pentaacetate [604-69-3]. Hydrolysis of the acetates under basic conditions gave I in good yields. To confirm I as a metabolite of phenobarbital [50-06-6] in humans, the prepd. I was compared with that extd. from the urine of humans receiving daily oral doses of 60 mg phenobarbital. The urine samples contained a compd. which cochromatographed with I. .