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A concise synthesis of α-amino acid N-carboxy anhydrides of (2S,3S)-β-substituted serines

✍ Scribed by Claudio Palomo; Mikel Oiarbide; Iñaki Ganboa; José I Miranda

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
78 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

A general access to 3-hydroxy-4-(1-hydroxyalkyl)-b-lactams with a C 4 -C 1 % relative configuration unlike is provided. The subsequent oxidative ring expansion of the corresponding 3-hydroxy b-lactam smoothly affords an a-amino acid N-carboxy anhydride (NCA) formally derived from (2S,3S)-b-substituted serine, which upon sequential peptide coupling furnishes the tripeptide segment 2, present in lysobactin.

📜 SIMILAR VOLUMES

Stepwise synthesis of oligopeptides with
Stepwise synthesis of oligopeptides with N-carboxy α-amino acid anhydrides
✍ Oshio Iwakura; Keikichi Uno; Masanao Oya; Ryoichi Katakai 📂 Article 📅 1970 🏛 Wiley (John Wiley & Sons) 🌐 English ⚖ 365 KB 👁 1 views

## Abstract Oligopeptides were synthesized in high yields by the controlled coupling reaction of __N__‐carboxy α‐amino acid anhydrides (NCA's) with amino acid and peptide sodium salts in the heterogeneous reaction medium of acetonitrile–water which contained sodium carbonate. In this solvent, it co

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