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Benzyl-5-[N-(tert-butoxy­carbonyl)­amino]-4-oxo-6-phenylhexanoate

✍ Scribed by Våbenø, Jon ;Ingebrigtsen, Truls ;Lejon, Tore ;Luthman, Kristina ;Hansen, Lars Kr.

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

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✦ Synopsis

The title compound, C 24 H 29 NO 5 , the benzyl ester of the Phe-Gly dipeptidomimetic containing a ketomethylene motif, was synthesized from the readily available ,-unsaturatedketoester. The methylene group in the benzyl part of the molecule is disordered. There is an intermolecular N-HÁ Á ÁO hydrogen bond linking the molecules in the crystal structure.

📜 SIMILAR VOLUMES

(3R)-Meth­yl 6-tert-butoxy­carbonyl­amin
(3R)-Meth­yl 6-tert-butoxy­carbonyl­amino-5-oxo-2,3-dihydro-5H-1,3-thia­zolo[3,2-a]pyridine-3-carboxyl­ate
✍ Seger, Harald ;Stempfhuber, Sabine ;Zabel, Manfred ;Marsch, Michael ;Geyer, Armi 📂 Article 📅 2005 🏛 International Union of Crystallography 🌐 English ⚖ 154 KB

The absolute configuration has been determined for the title compound, C 14 H 18 N 2 O 5 S, a bicyclic aromatic building block which can act as a rigid fluorescence marker in peptide backbones. In the crystal packing, the two independent molecules of the asymmetric unit are aligned in an antiparalle

Stereoselective synthesis of N-Boc-O-ben
Stereoselective synthesis of N-Boc-O-benzyl-(4S,5S)-5-amino-4-hydroxy-6-phenylhexanoic acid, the hydroxyethylene isosteric moiety of potent HIV-1 protease inhibitor
✍ Tk Chakraborty; Kiran Kumar Gangakhedkar 📂 Article 📅 1991 🏛 Elsevier Science 🌐 French ⚖ 152 KB

N-Boc-O-benzyl-(4S,5S)-5-amino-4-hydroxy-6-phenylhexanoic acid is synthesized in a highly stereoselective way involving, as a key step, regioselective opening of carbohydrate-based aziridine ring.

(2S,4R)-1-Benzyl 2-tert-butyl 4-[N,N′-bi
(2S,4R)-1-Benzyl 2-tert-butyl 4-[N,N′-bis(tert-butyl­oxy­carbonyl)­hydrazino]-5-oxopyrrolidine-1,2-di­carboxyl­ate
✍ Kaczmarek, Krzysztof ;Wolf, Wojciech M. ;Zabrocki, Janusz 📂 Article 📅 2005 🏛 International Union of Crystallography 🌐 English ⚖ 222 KB

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 bond