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4-Vinylproline
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DOI：10.1021/acs.joc.8b02177.png)
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Abstract
En 中文
Enantiomerically pure 4-vinylproline (Vyp) was synthesized by a five-step approach from N-(Boc)iodo-alanine (2) featuring copper-catalyzed S(N)2' substitution of the corresponding zincate onto (Z)-1,4-dichlorobut-2-ene to prepare methyl 2-N-(Boc)amino-4-(chloromethyl)hexenoate (3). Intra- and intermolecular displacement of the chloride provided respectively Vyp and methyl 2-N-(Boc)amino-4-(azidomethyl)-hexenoate (7) suitable for the synthesis of constrained peptide analogs.
Keywords:
ANGIOTENSIN-CONVERTING ENZYME
OLEFIN CROSS-METATHESIS
4-SUBSTITUTED PROLINES
AMINO-ACIDS
DIPEPTIDE LACTAMS
DERIVATIVES
ANALOGS
CYCLIZATION
PEPTIDES
REAGENTS
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