A simple synthesis of hexakis(6-O-carboxymethyl-2,3-di-O-methyl)cyclomaltohexaose and heptakis(6-O-carboxymethyl-2,3-di-O-methyl)cyclomaltoheptaose

被引:15
作者
Kraus, T [1 ]
Budesinsky, M [1 ]
Zavada, J [1 ]
机构
[1] ACAD SCI CZECH REPUBL,INST ORGAN CHEM & BIOCHEM,CR-16610 PRAGUE 6,CZECH REPUBLIC
关键词
carboxymethylation; alpha-cyclodextrin; beta-cyclodextrin;
D O I
10.1016/S0008-6215(97)00216-4
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
Hexakis(2,3-di-O-methyl)cyclomaltohexaose 1a and heptakis(2,3-di-O-methyl)cyclomaltoheptaose 1b were reacted with ethyl diazoacetate to give hexakis(6-O-ethoxycarbonyl-methyl-2,3-di-O-methyl)cyclomaltohexaose 2a and heptakis(6-O-ethoxycarbonylmethyl-2,3-di-O-methyl)cyclomaltoheptaose 2b. Subsequent alkaline hydrolysis of 2a,b gave the title compounds. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:81 / 84
页数:4
相关论文
共 13 条
[1]  
[Anonymous], 1996, CYCLODEXTRINS, DOI [DOI 10.1016/B978-0-12-804307-3.00004-1, DOI 10.13140/RG.2.2.35859.68642]
[2]   Amino acid derivatives of beta-cyclodextrin [J].
Ashton, PR ;
Koniger, R ;
Stoddart, JF ;
Alker, D ;
Harding, VD .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (03) :903-908
[3]   CYCLODEXTRIN CHEMISTRY - SELECTIVE MODIFICATION OF ALL PRIMARY HYDROXYL-GROUPS OF ALPHA-CYCLODEXTRINS AND BETA-CYCLODEXTRINS [J].
BOGER, J ;
CORCORAN, RJ ;
LEHN, JM .
HELVETICA CHIMICA ACTA, 1978, 61 (06) :2190-2218
[4]   INFRARED-SPECTRA OF GLYCOSAMINOGLYCANS IN DEUTERIUM-OXIDE AND DEUTERIUM CHLORIDE SOLUTION - QUANTITATIVE-EVALUATION OF URONIC-ACID AND ACETAMIDODEOXYHEXOSE MOIETIES [J].
CASU, B ;
SCOVENNA, G ;
CIFONELLI, AJ ;
PERLIN, AS .
CARBOHYDRATE RESEARCH, 1978, 63 (JUN) :13-27
[5]   NEW METAL CATION-SELECTIVE IONOPHORES DERIVED FROM CALIXARENES - THEIR SYNTHESES AND ION-BINDING PROPERTIES [J].
CHANG, SK ;
CHO, I .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (02) :211-214
[6]   ION SELECTIVITY OF 14-CROWN-4 DERIVATIVE POSSESSING 2 POTENTIAL ANIONIC SITES ON EXTRACTION OF ALKALI AND ALKALINE-EARTH METAL-IONS [J].
KIMURA, K ;
TANAKA, M ;
SHONO, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1987, 60 (08) :3068-3070
[7]  
LEWIS AJ, 1981, Patent No. 4247535
[8]  
Parmerter SM, 1969, U.S. Patent, Patent No. [3426011: 2-4, 3426011, US 3,426,011]
[9]   ATTACHED PROTON TEST FOR C-13 NMR [J].
PATT, SL ;
SHOOLERY, JN .
JOURNAL OF MAGNETIC RESONANCE, 1982, 46 (03) :535-539
[10]   DISTRIBUTION OF SUBSTITUENTS IN CARBOXYMETHYL ETHERS OF CYCLOMALTOHEPTAOSE [J].
REUBEN, J ;
RAO, CT ;
PITHA, J .
CARBOHYDRATE RESEARCH, 1994, 258 :281-285