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"Carba" peptide bond surrogates. Different approaches to Gly-psi(CH2-CH2)-D,L-Xaa pseudo-dipeptide units.

International journal of peptide and protein research (1992-03-01)
M Rodriguez, A Heitz, J Martinez
ABSTRACT

Racemic "carba" pseudo-dipeptide units such as Gly-psi(CH2-CH2)-D,L-Xaa were obtained either through the Horner-Emmons condensation of N-tert.-butyloxycarbonyl-beta alaninal with the appropriate substituted triethyl phosphonacetate, or from commercially available 3-carbethoxy-2-piperidone.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Triethyl phosphonoacetate, 98%
Sigma-Aldrich
Triethyl phosphonoacetate, purum, ≥97.0% (GC)
Sigma-Aldrich
Ethyl 2-oxo-3-piperidinecarboxylate, 99%