SPECIFIC PREPARATION AND STRUCTURE DETERMINATION OF 3A,3C,3E-TRI-O-SULFONYL-BETA-CYCLODEXTRIN

被引：25

作者：

FUJITA, K

TAHARA, T

YAMAMURA, H

IMOTO, T

KOGA, T

FUJIOKA, T

MIHASHI, K

机构：

[1] FUKUOKA UNIV,FAC PHARMACEUT SCI,JONAN KU,FUKUOKA 81402,JAPAN

[2] DAIICHI COLL PHARMACEUT SCI,MINAMI KU,FUKUOKA 815,JAPAN

[3] KYUSHU UNIV,FAC PHARMACEUT SCI,HIGASHI KU,FUKUOKA 812,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 03期

关键词：

D O I：

10.1021/jo00290a016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A reaction of β-cyclodextrin with β-naphthylsulfonyl chloride in alkaline aqueous acetonitrile gave only one isomer (3A,3c,3E-trisulfonate, 17.8%) of five 3,3,3-tri-O-sulfonyl-β-cyclodextrins. The isomer was converted to 3Af6A:3c,6c:3E,6E-trianhydro-β-cyclodextrin, the structure of which was assigned by comparing its spectral and HPLC data of the trianhydro-β-cyclodextrin with those of all authentic 3,6:3,6:3,6-trianhydro-β-cyclodextrins prepared by the reactions of known 6-tri-O-sulfonylated β-cyclodextrins with aqueous alkali. © 1990, American Chemical Society. All rights reserved.

引用

页码：877 / 880

页数：4

共 26 条

[1] SYMMETRICAL TRIAMINO-PER-O-METHYL-ALPHA-CYCLODEXTRIN - HOST FOR PHOSPHATE-ESTERS EXPLOITING BOTH HYDROPHOBIC AND ELECTROSTATIC INTERACTIONS IN AQUEOUS-SOLUTION
BOGER, J
KNOWLES, JR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (25) : 7631 - 7633
[2] SYMMETRICAL TRIAMINO-PER-O-METHYL-ALPHA-CYCLODEXTRIN - PREPARATION AND CHARACTERIZATION OF PRIMARY TRISUBSTITUTED ALPHA-CYCLODEXTRINS
BOGER, J
BRENNER, DG
KNOWLES, JR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (25) : 7630 - 7631
[3] REVERSING THE SELECTIVITY OF CYCLODEXTRIN BISIMIDAZOLE RIBONUCLEASE MIMICS BY CHANGING THE CATALYST GEOMETRY
BRESLOW, R
BOVY, P
HERSH, CL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (06) : 2115 - 2117
[4] BETA-CYCLODEXTRINYLBISIMIDAZOLE, A MODEL FOR RIBONUCLEASE
BRESLOW, R
DOHERTY, JB
GUILLOT, G
LIPSEY, C
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (10) : 3227 - 3229
[5] SELECTIVE TRANSAMINATION AND OPTICAL INDUCTION BY A BETA-CYCLODEXTRIN-PYRIDOXAMINE ARTIFICIAL ENZYME
BRESLOW, R
HAMMOND, M
LAUER, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (01) : 421 - 422
[6] TRANSAMINATIONS BY PYRIDOXAMINE SELECTIVELY ATTACHED AT C-3 IN BETA-CYCLODEXTRIN
BRESLOW, R
CZARNIK, AW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (05) : 1390 - 1391
[7] REGIOSPECIFIC SULFONATION ONTO C-3 HYDROXYLS OF BETA-CYCLODEXTRIN - PREPARATION AND ENZYME-BASED STRUCTURAL ASSIGNMENT OF 3A,3C AND 3A,3D DISULFONATES
FUJITA, K
TAHARA, T
IMOTO, T
KOGA, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) : 2030 - 2034
[8] SYNTHESIS OF SPECIFICALLY MODIFIED MALTOOLIGOSACCHARIDES BY ENZYMATIC DEGRADATION OF CYCLODEXTRIN DERIVATIVES - SUBSTRATE-BASED INVESTIGATION OF THE ACTIVE-SITE OF TAKA-AMYLASE
FUJITA, K
TAHARA, T
NAGAMURA, S
IMOTO, T
KOGA, T
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (04) : 636 - 640
[9] REGIOCHEMICAL CORRELATION BETWEEN 6-O-SULFONYLATED CYCLODEXTRINS AND 3-O-SULFONYLATED CYCLODEXTRINS VIA 3,6-ANHYDROCYCLODEXTRINS
FUJITA, K
TAHARA, T
EGASHIRA, Y
YAMAMURA, H
IMOTO, T
KOGA, T
FUJIOKA, T
MIHASHI, K
[J]. CHEMISTRY LETTERS, 1988, (04) : 705 - 708
[10] 6A6B-DISULFONATES, 6A6C-DISULFONATES, AND 6A6D-DISULFONATES OF ALPHA-CYCLODEXTRIN
FUJITA, K
MATSUNAGA, A
IMOTO, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (19) : 5740 - 5741

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