A new and novel amide bond cleavage of N-methoxymethyl-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-diones by hydride reduction via 3-aza-Grob fragmentation

被引：8

作者：

Wang, JJ ^{[1
]}

Hu, WP

Chung, HW

Wang, LF

Hsu, MH

机构：

[1] Kaohsiung Med Coll, Sch Chem, Kaohsiung 807, Taiwan

[2] Kaohsiung Med Coll, Grad Inst Natl Prod, Kaohsiung 807, Taiwan

[3] Kaohsiung Med Coll, Grad Inst Pharmaceut Sci, Kaohsiung 807, Taiwan

来源：

TETRAHEDRON | 1998年 / 54卷 / 43期

关键词：

D O I：

10.1016/S0040-4020(98)00795-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel amide bond cleavage of N-methoxymethylpyrrolo[2, 1-c][1,4]benzodiazepine-5, 1 l-diones by hydride reduction in high yield is described. MOM-protected dilactams 1 undergo ring-opening when treated with metal hydride via 3-aza-Grob fragmentation. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：13149 / 13154

页数：6

共 34 条

[31] Synthesis and epimerization of 10-N-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-(11aS)-pyrrolo[2,1-c][1,4]benzodiazepin-5,11-dione
Bouhlal, D
Martin, P
Massoui, M
Nowogrocki, G
Pilard, S
Villa, P
Goethals, G
TETRAHEDRON-ASYMMETRY, 2001, 12 (11) : 1573 - 1577
[32] Synthesis of the novel pyrrolo[2,1-d][1,2,5]benzotriazepine, pyrrolo[2,1-e][1,3,6]benzotriazocine and pyrrolo[1,2-a]tetrazolo[1,5-d][1,4]benzodiazepine ring systems. A new route to pyrrolo[1,2a]quinoxaline via transamination of in situ generated 1-(2-aminophenyl)-2-iminomethylpyrroles
Korakas, D
Kimbaris, A
Varvounis, G
TETRAHEDRON, 1996, 52 (32) : 10751 - 10760
[33] Five-membered 2,3-dioxo heterocycles:: LIII.: Reaction of 3-Aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones with substituted 1,3,3-trimethyl-3,4-dihydroisoquinolines.: A new approach to 13-aza analogs of steroids
Racheva, N. L.
Shklyaev, Yu. V.
Rozhkova, Yu. S.
Maslivets, A. N.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 43 (09) : 1330 - 1333
[34] Five-membered 2,3-dioxo heterocycles: LIII. Reaction of 3-Aroyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones with substituted 1,3,3-trimethyl-3,4-dihydroisoquinolines. A new approach to 13-aza analogs of steroids
N. L. Racheva
Yu. V. Shklyaev
Yu. S. Rozhkova
A. N. Maslivets
Russian Journal of Organic Chemistry, 2007, 43 : 1330 - 1333

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