C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
C07C 281/06 (2006.01) C07D 207/16 (2006.01) C07D 209/26 (2006.01) C07D 213/42 (2006.01) C07D 213/56 (2006.01) C07D 233/64 (2006.01) C07D 333/24 (2006.01) C07K 5/06 (2006.01) C07K 5/065 (2006.01)
Patent
CA 2059909
A process for the preparation of alkylated azaglycine derivatives of the formula I X-(A) n-N(R)-NH-CO-NH2, (I) is described in which X is an amino protective group, C1-C8-alkanoyl, C6-C14-arylcarbonyl or C6-C14-aryl-C1-C4- alkanoyl, A is amino acid or imino acid radicals optionally protected on the third function, n is 0-10, X being C1-C8-alkanoyl, C8-C14-arylcarbonyl or C6-C14-aryl- C1-C4-alkanoyl if n = 0, and R is C1-C8-alkyl, C6-C14-aryl- C1-C4-alkanoyl or C5-C12-heteroaryl-C1-C4-alkanoyl, which comprises reacting a compound of the formula X-(A)n-NH- NH-CO-NH2, in which X, A and n have the abovementioned meanings, with a primary or secondary alcohol and excess DEAD, and a tri-C1-C6-alkylphosphine, tri-C6-C14-aryl- phosphine or pyridyl-di-C6-C14-arylphosphine, it being possible for the aryl moiety to be optionally substituted by di-C1-C4-alkylamino, in an ether at 0°C to 30°C and optionally removing the amino protective group X, with the proviso that X is not Fmoc when tri-n-butylphosphine is used.
Koenig Wolfgang
Talaga Patrice
Bereskin & Parr Llp/s.e.n.c.r.l.,s.r.l.
Hoechst Aktiengesellschaft
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