Synthesis of enantiomerically pure macrolides with hydrazide fragments from tetrahydropyran and L-(+)-tartaric acid derivatives

被引：4

作者：

Ishmuratov, G. Yu. ^{[1
]}

Yakovleva, M. P. ^{[1
]}

Mingaleeva, G. R. ^{[1
]}

Shutova, M. A. ^{[1
]}

Muslukhov, R. R. ^{[1
]}

Vyrypaev, E. M. ^{[1
]}

Tolstikov, A. G. ^{[1
]}

机构：

[1] Russian Acad Sci, Inst Organ Chem, Ufa Res Ctr, Ufa 450054, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2013年 / 62卷 / 01期

关键词：

tetrahydropyran; 7-oxooctyl-7-oxooctanoate; macrolide with 1,3-dioxolane and hydrazide fragments; 1+1]-condensation; synthesis;

D O I：

10.1007/s11172-013-0032-2

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A synthesis of two potentially useful bicyclic 26- and 33-membered macrolides containing 1,3-dioxolane and hydrazide fragments was developed starting from tetrahydropyran via a [1+1]-condensation of 7'-oxooctyl-7-oxooctanoate and bis(7-oxooctyl)hexanedioate with hydrazide of L-(+)-tartaric acid acetonide derivative.

引用

页码：217 / 219

页数：3

共 50 条

[31] Efficient synthesis of enantiomerically pure α-alkyl cyclopropanecarbonitrile derivatives from pyrazolines
Ruano, JLG
de Diego, SAA
Martín, MR
Torrente, E
Castro, AMM
ORGANIC LETTERS, 2004, 6 (26) : 4945 - 4948
[32] SYNTHESIS OF L-(+)-TARTARIC ACID FROM L-ASCORBIC-ACID VIA 5-KETO-D-GLUCONIC ACID IN GRAPES
SAITO, K
KASAI, Z
PLANT PHYSIOLOGY, 1984, 76 (01) : 170 - 174
[33] Synthesis of enantiomerically and diastereomerically pure oxazaborolo-benzoxazaborininone derivatives of resorcinarene from L-proline
Iwanek, W
Urbaniak, M
Gawdzik, B
Schurig, V
TETRAHEDRON-ASYMMETRY, 2003, 14 (18) : 2787 - 2792
[34] Three salts from the reactions of cysteamine and cystamine with L-(+)-tartaric acid
Benylles, Amina
Cairns, Donald
Cox, Philip J.
Kay, Graeme
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2013, 69 : 658 - +
[35] POLYFUNCTIONAL CHIRAL MACROCYCLIC POLYETHER DERIVED FROM L-(+)-TARTARIC ACID
GIRODEAU, JM
LEHN, JM
SAUVAGE, JP
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1975, 14 (11): : 764 - 764
[36] SYNTHESIS OF (+)-TERREIN FROM L-TARTARIC ACID
ALTENBACH, HJ
HOLZAPFEL, W
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (01): : 67 - 68
[37] Asymmetric synthesis of α,α-difluoro-β-amino acid derivatives from enantiomerically pure N-tert-butylsulfinimines
Staas, DD
Savage, KL
Homnick, CF
Tsou, NN
Ball, RG
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (23): : 8276 - 8279
[38] Total Synthesis of Gonioflufurone using L-(+)-orD-(-)-tartaric acid as Starting Material
厦门大学学报(自然科学版), 1999, (S1) : 130 - 130
[39] ASYMMETRIC-SYNTHESIS OF BOTH ENANTIOMERS OF PYRROLIDINOISOQUINOLINE DERIVATIVES FROM L-MALIC ACID AND L-TARTARIC ACID
LEE, YS
KANG, DW
LEE, SJ
PARK, H
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (22): : 7149 - 7152
[40] Asymmetric synthesis of both enantiomers of α-methyl-α-methoxyphenylacetic acid from L-(+)-tartaric acid:: formal enantioselective synthesis of insect pheromone (-)-frontalin
Prasad, Kavirayani R.
Chandrakumar, Appayee
Anbarasan, Pazhamalai
TETRAHEDRON-ASYMMETRY, 2006, 17 (13) : 1979 - 1984

← 1 2 3 4 5 →