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(2S,4R)-1-Benzyl 2-tert-butyl 4-[N,N′-bis(tert-butyl­oxy­carbonyl)­hydrazino]-5-oxopyrrolidine-1,2-di­carboxyl­ate

✍ Scribed by Kaczmarek, Krzysztof ;Wolf, Wojciech M. ;Zabrocki, Janusz

Publisher
International Union of Crystallography
Year
2005
Tongue
English
Weight
222 KB
Volume
61
Category
Article
ISSN
1600-5368

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✦ Synopsis

The title compound, C 27 H 39 N 3 O 9 , is a key intermediate in the synthesis of novel -turn mimetics based on electrophilic amination of enantiomerically pure (S)-pyroglutamic acid. The molecule adopts an extended conformation which is not stabilized by either intra-or intermolecular hydrogen bonding. The pyrrolidine five-membered ring adopts an envelope conformation, with the unsubstituted C atom situated at the flap and the other four atoms almost coplanar.

📜 SIMILAR VOLUMES

tert-Butyl 4-[2-(methoxy­carbonyl)­ethyl
tert-Butyl 4-[2-(methoxy­carbonyl)­ethyl]-3,5-di­methyl-1H-pyrrole-2-carboxyl­ate
✍ Ramos Silva, Manuela ;Matos Beja, Ana ;Paixão, José António ;Lopes, Susana H. ;C 📂 Article 📅 2005 🏛 International Union of Crystallography 🌐 English ⚖ 209 KB

In the solid state, the title compound, C 15 H 23 NO 4 , forms centrosymmetric dimers in which individual molecules are linked by intermolecular N-HÁ Á ÁO hydrogen bonds. The pyrrole ring is planar within 0.004 (9) A ˚.