Oxytocin synthesis

Yield:50-56-6 98.5%

Reaction Conditions:

Stage #1: 1,Cys(SH)⁶>-oxytocinwith iodine in acetic acid at 20;
Stage #2: with isoascorbic acid in acetic acid;

Steps:

31

H-Cys(Acm)-Tyr-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH₂ (SEQ. ID. NO. 15) crude peptide prepared as described in Example 30 was purified on preparative C18 RP-HPLC column. Fractions containing >95% pure product were combined and diluted to concentrations of about 1 g/L. An equimolar amount of iodine in acetic acid was added under vigorous mixing at room temperature, and the excess iodine was neutralized by a small amount of ascorbic acid. The resulting solution was loaded on a C18 RP-HPLC column and purified to obtain fractions containing oxytocin at a purity of >98.5%. The fractions were treated to replace the counterion, collected and lyophilized to obtain final dry peptide. Residual TFA <0.25%.

References:

US2006/148699,2006,A1 Location in patent:Page/Page column 11