A useful and convenient synthetic procedure for hydrolysis of thioglycosides

被引：13

作者：

Mondal, E ^{[1
]}

Barua, PMB ^{[1
]}

Bose, G ^{[1
]}

Khan, AT ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Gauhati 781039, Assam, India

来源：

CHEMISTRY LETTERS | 2002年 / 02期

关键词：

D O I：

10.1246/cl.2002.210

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Various thioglycosides 1 are smoothly hydrolyzed chemo-selectively to the corresponding 1-hydroxy sugars 2 in good yields at 0-5 degreesC by employing (NH4)(6)Mo7O24.H2O-H2O2 or H2MoO4.H2O-H2O2 to promote oxidation of ammonium bromide in the presence of perchloric acid in CH2Cl2-H2O solvent system. Mild conditions, good yields, no side reactions such as bromination either at the anomeric position or double bond, and even oxidation at the sulfur are some of the major advantages.

引用

页码：210 / 211

页数：2

共 50 条

[1] AN EFFICIENT AND CONVENIENT PROCEDURE FOR ESTER HYDROLYSIS
KHURANA, JM
SEHGAL, A
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1994, 26 (05) : 580 - 583
[2] CONVENIENT PROCEDURE FOR HYDROLYSIS OF HINDERED ESTERS
HUFFMAN, JW
HARRIS, PG
SYNTHETIC COMMUNICATIONS, 1976, 6 (07) : 481 - 484
[3] A convenient procedure for parallel ester hydrolysis
Anderson, MO
Moser, J
Sherrill, J
Guy, RK
SYNLETT, 2004, (13) : 2391 - 2393
[4] A mild and environmentally benign synthetic protocol for catalytic hydrolysis of thioglycosides
Barua, PMB
Sahu, PR
Mondal, E
Bose, G
Khan, AT
SYNLETT, 2002, (01) : 81 - 84
[5] QUANTITATIVE HYDROLYSIS OF THIOGLYCOSIDES
KRANTZ, MJ
LEE, YC
ANALYTICAL BIOCHEMISTRY, 1976, 71 (01) : 318 - 321
[6] Regioselective hydrolysis of cocaine and a convenient acylation procedure by benzoylecgonine
Martinet, F
Huy, CP
Tomas, A
Scherrmann, JM
Galons, H
SYNTHETIC COMMUNICATIONS, 1997, 27 (19) : 3485 - 3490
[7] Useful and convenient procedure for intermittent vascular occlusion in laparoscopic hepatectomy
Okuda, Yukihiro
Honda, Goro
Kurata, Masanao
Kobayashi, Shin
ASIAN JOURNAL OF ENDOSCOPIC SURGERY, 2013, 6 (02) : 100 - 103
[8] A HIGHLY CONVENIENT PROCEDURE FOR THE HYDROLYSIS OF TERMINAL PHENYL VINYL SULFIDES
REUTRAKUL, V
POOCHAIVATANANON, P
TETRAHEDRON LETTERS, 1983, 24 (05) : 535 - 536
[9] Convenient synthesis of 2-pyridyl thioglycosides
Elgemeie, Galal
Eltamny, Elsayed
Elgawad, Ibraheim
Mahmoud, Nashwa
JOURNAL OF CHEMICAL RESEARCH, 2008, (08) : 473 - 475
[10] The application of microwave irradiation as new convenient synthetic procedure in drug discovery
Santagada, V
Perissutti, E
Caliendo, G
CURRENT MEDICINAL CHEMISTRY, 2002, 9 (13) : 1251 - 1283

← 1 2 3 4 5 →