公开(公告)号：US3592836A

公开(公告)日：1971-07-13

申请号：US3592836D

申请日：1967-12-21

Applicant: BAYER AG

Inventor： UGI IVAR ,  KLAUKE ERICH ,  SCHNABEL EUGEN ,  HOFFMANN PETER

IPC: C07D307/42 ,  C07K1/06 ,  C07C69/00

CPC classification number: C07D307/42 ,  C07K1/063 ,  C07K1/064 ,  C07K1/068

Abstract: ARYLOXYCARBONYL FLUORIDES SUCH AS FURFURYLOXYCARBONYL-, P-METHOXYBENZYLOXYCARBONYL- AND TRIMETHOXYBENZYLOXYCARBONYL-FLUORIDES ARE PROVIDED WHICH ARE USEFUL AS INTERMEDIATES FOR AMINO ACID DERIVATIVES AND ARE OBTAINED FROM CARBONYL-FLUORIDE CHLORIDE BY REACTION WITH THE APPROPRIATE ALCOHOL. THE AMINO ACID DERIVATIVES OF SUCH CARBONYL-FLUORIDES ARE BUILT UP THROUGH ACYLATION OF AMINO ACIDS THEREWITH. THESE AMINO ACID DERIVATIVES ARE USEFUL AS INTERMEDIATES FOR THE SYNTHESIS OF POLYPEPTIDES. THE REACTION OF CARBONYLCHLORIDE-FLUORIDE IS ADVANTAGEOUSLY CARRIED OUT AT TEMPERATURES OF 0 TO 70*C. IN AN INERT SOLVENT AND IN THE PRESENCE OF AN ACID-BINDING AGENT. THE AMINO ACID DERIVATIVES ARE FORMED AT TEMPERATURES BETWEEN +20 AND -20*C. ALSO IN THE PRESENCE OF AN ACID-BINDING AGENT. IMINO ACIDS CAN BE USED IN PLACE OF AMINO ACIDS. THE AMINO- OR IMINO-ACID DERIVATIVES OR ESTERS ARE ADVANTAGEOUSLY PREPARED AT CONSTANT. CONTROLLED PH VALUES, PREFERABLY BY THE USE OF AUTOMATIC PH CONTROL EQUIPMENT.