Detail of "83-87-4"

Reference

preparation of acylated glycosyl fluorides

preparation of acylated glycosyl fluorides. Wiesner, Matthias (Hoechst A.-G., Germany). Ger.Chemicals with cas numbers 7782-41-4 and 83-87-4 also play role. Offen. DE 4021001 A1 9 Jan 1992, 4 pp. (Germany). CODEN: GWXXBX. CLASS: ICM: C07H013-04. ICS: C07H013-08. APPLICATION: DE 90-4021001 2 Jul 1990. DOCUMENT TYPE: Patent CA Section: 33 (Carbohydrates) Glycosyl fluorides are prepd. by fluorinating acylated saccharides with HF in presence of the appropriate carboxylic anhydride. Thus, glucose pentaacetate was treated with HF in the presence of Ac2O to give 97% 2,3,4,6-tetra-O-acetyl -a-D-glucopyranosyl fluoride (I), 98.2% pure. In the absence of Ac2O I was obtained in 91% yield, 90.6% pure. Tetrapivaloylxylose was similarly fluorinated in the presence of pivalic anhydride. .

Process for producing aldohexopyranose intermediate

Process for producing aldohexopyranose intermediate. Kakinuma, Hiroyuki; Sato, Masakazu; Asanuma, Hajime; Tomisawa, Kazuyuki (Taisho Pharmaceutical Co., Ltd., Japan). PCT Int. Appl. WO 2004106352 A1 9 Dec 2004, 22 pp. DESIGNATED STATES: W: AE, AG, AL, AM, AT, AU, AZ, BA, BB, BG, BR, BW, BY, BZ, CA, CH, CN, CO, CR, CU, CZ, DE, DK, DM, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, HR, HU, ID, IL, IN, IS, JP, KE, KG, KP, KR, KZ, LC, LK, LR, LS, LT, LU, LV, MA, MD, MG, MK, MN, MW, MX, MZ, NA, NI, NO, NZ, OM, PG, PH, PL, PT, RO, RU, SC, SD, SE, SG, SK, SL, SY, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, YU, ZA, ZM, ZW; RW: AT, BE, BF, BJ, CF, CG, CH, CI, CM, CY, DE, DK, ES, FI, FR, GA, GB, GR, IE, IT, LU, MC, ML, MR, NE, NL, PT, SE, SN, TD, TG, TR. (Japanese). (World Intellectual Property Organization). CODEN: PIXXD2. CLASS: ICM: C07H001-00. ICS: C07H013-06. APPLICATION: WO 2004-JP7556 26 May 2004. PRIORITY: JP 2003-151753 29 May 2003. DOCUMENT TYPE: Patent CA Section: 33 (Carbohydrates) A process for producing a tetra-O-acetylaldohexopyranose represented by the formula (I) (Ac = acetyl; X = O, S; R1 = H, C1-6 alkyl; R2 = C1-6 alkyl, halo-C1-6 alkyl, hydroxy-C1-6 alkyl; or R1 and R2 are bonded to each other and represent, in cooperation with the hydrazine group, optionally substituted N-aminopyrrolidine, N-aminopiperidine, N-aminomorpholine, or N-aminopiperazine, or N-aminoperhydroazepine; R3 = C1-6 alkyl) comprises reacting a penta-O-acetylaldohexopyranose represented by the following formula (II) with a mixt. of a hydrazine compd. represented by R1R2NNH2 and an org. acid represented by R3COOH to selectively remove an acetyl group at the anomeric position. Thus, to a soln. of 42.0 g 1,2,3,4,6-penta-O-acetyl-5-thio-D-glucopyranose in 300 mL DMF was added a mixt. of 5.76 g methylhydrazine, 7.50 g AcOH, and 125 mL DMF and the resulting mixt. was stirred at room temp. for 2 h, followed by adding an addnl. mixt. of 0.967 g methylhydrazine, 1.26 g AcOH, and 21 mL DMF and stirring for addnl. 1 h. The reaction mixt. was dild. with 40 mL EtOAc and poured into 400 mL satd. aq. NaCl, followed by sepg. the org. layer, successively washing it with 0.5 M aq. HCl and 400 mL satd. aq.In this experiment, several chemicals are used like 83-87-4 NaCl, drying over MgSO4, concn., and purifn. using silica gel chromatog., 26.5 g 2,3,4,6-tetra-O-acetyl-5-thio-D-glucopyranose (70% yield). .