Practical preparation of mono- and di-O-isopropylidene derivatives of monosaccharides and methyl 4,6-O-benzylidene glycosides from free sugars in a deep eutectic solvent

被引：4

作者：

Rokade, Sunil M. ^{[1
]}

Bhate, Prakash M. ^{[1
]}

机构：

[1] Inst Chem Technol, Dept Dyestuff Technol, Mumbai 400019, Maharashtra, India

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 2017年 / 36卷 / 01期

关键词：

Deep eutectic solvents; methyl O-benzylidene glycosides; O-Isopropylidene sugar derivatives; ONE-POT SYNTHESIS; EFFICIENT CATALYST; OXIDATION; ALCOHOLS; MEDIA; ACID;

D O I：

10.1080/07328303.2017.1347262

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Free sugars were rapidly converted into the corresponding di-O-isopropylidene derivatives and methyl O-benzylidene glycosides in excellent yields and purity in a deep eutectic solvent made from choline chloride and malonic acid (ChCl:MA). Reaction conditions were mild; work-up was easy, and further purification was not necessary. Given the inexpensive, nontoxic, and recyclable nature of ChCl:MA, this protocol is environmental friendly.

引用

页码：20 / 30

页数：11

共 3 条

[1] OXIDATIVE CLEAVAGE OF 4,6-O-BENZYLIDENE RING WITH TERT-BUTYL HYDROPEROXIDE AND COPPER(II) CHLORIDE - PREPARATION OF METHYL 4-O-BENZOYLHEXOPYRANOSIDE AND 6-O-BENZOYLHEXOPYRANOSIDE DERIVATIVES
SATO, K
IGARASHI, T
YANAGISAWA, Y
KAWAUCHI, N
HASHIMOTO, H
YOSHIMURA, J
[J]. CHEMISTRY LETTERS, 1988, (10) : 1699 - 1702
[2] PREPARATION OF METHYL 4,6-O-BENZYLIDENE-2-DEOXY-2-NITRO-BETA-D-GLUCOPYRANOSIDE FROM CORRESPONDING 3-DEOXY-3-NITRO DERIVATIVES WITH SODIUM-NITRITE
SAKAKIBARA, T
SUDOH, R
[J]. CARBOHYDRATE RESEARCH, 1976, 50 (02) : 197 - 202
[3] STEREOCHEMISTRY OF NUCLEOPHILIC-ADDITION REACTIONS .10. PREPARATION OF 2-C-DIACETYLMETHYL AND 2-C-ACETYLMETHYL DERIVATIVES WITH THE ALTRO, GLUCO, AND MANNO CONFIGURATION FROM METHYL 4,6-O-BENZYLIDENE-2,3-DIDEOXY-3-NITRO-ALPHA-D-ERYTHRO-HEX-2-ENOPYRANOSIDE
SAKAKIBARA, T
SETA, A
TACHIMORI, Y
SUDOH, R
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (08) : 2322 - 2326

← 1 →