Highly efficient synthesis of HIV NNRTI doravirine.
The development of an efficient and robust process for the production of HIV NNRTI doravirine is described. The synthesis features a continuous aldol reaction as part of a de novo synthesis of the key pyridone fragment. Conditions for the continuous flow aldol reaction were derived using microbatch snapshots of the flow process.
Donald R
DR
Gauthier
Benjamin D
BD
Sherry
Yang
Y
Cao
Michel
M
Journet
Guy
G
Humphrey
Tetsuji
T
Itoh
Ian
I
Mangion
David M
DM
Tschaen
D000447:Aldehydes / Q000737:chemistry; D015658:HIV Infections / Q000188:drug therapy*; D054303:HIV Reverse Transcriptase / Q000037:antagonists & inhibitors*; D015394:Molecular Structure; D011728:Pyridones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D018894:Reverse Transcriptase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D000447:Aldehydes; D011728:Pyridones; D018894:Reverse Transcriptase Inhibitors; D014230:Triazoles; C116609:3-hydroxybutanal; C000592662:doravirine; D054303:HIV Reverse Transcriptase