Back to results
US 10,329,325 B2Granted
Process for the preparation of (S)-4-methyl-N-((S)-1-(((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxo-pentan-2-yl) amino)-1-oxo-3-phenylpropan-2-yl)-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido) pentanamide
AssigneeBiophore India Pharmaceuticals PVT. Ltd.
InventorsManik Reddy Pullagurla, Jagadeesh Babu Rangisetty, Mecheril Valsan Nanda Kumar, Surya Bala Subrahmanyam Pendyala, Bhaskar Reddy Pitta
Life of this patent
Estimating the term…
Abstract
Novel methods for preparation of Carfilzomib and intermediates thereof with high stereo selection are reported. The synthetic procedures result in substantially pure Carfilzomib (I).
Claims6
A process for the preparation of Carfilzomib (I),
- comprising:
- i. coupling of tripeptide of formula II
- with a ketoalkene of formula IV
- in the presence of a coupling agent to isolate an intermediary compound X
- ii. dihydroxylation of compound X
- in the presence of chiral dihydroxylating agent to generate compound VIII
- iii. converting the primary hydroxyl of VIII
- to a leaving group to yield compound IX
- and
- iv. cyclization of compound IX to Carfilzomib (I) via a base mediated epoxide formation.
7 more elements
A process for the preparation of Carfilzomib (I),
- comprising:
- i. coupling of a tripeptide of formula II
- with a chiral diol isomer of formula VI
- in the presence of coupling agent to generate a compound of formula VII
- wherein the protecting group (Pr) is selected from alkyl, alkoxy, aryl, aralkoxy, and acetyl;
- ii. deprotecting the hydroxyl moieties of VII by suitable deprotecting agents to generate a compound of formula VIII
- iii. converting the primary hydroxyl of VIII to a leaving group to yield compound IX
- and
- iv. cyclization of IX to Carfilzomib (I) via a base mediated epoxide formation.
6 more elements
A process for the preparation of Carfilzomib (I),
- comprising:
- i. coupling of a tripeptide of formula II
- with a chiral diol of formula V
- in the presence of a coupling agent to generate VIII
- ii. converting the primary hydroxyl of VIII to a leaving group to yield compound IX
- and
- iii. cyclization of compound IX to Carfilzomib (I) via a base mediated epoxide formation.
4 more elements
Dependencies are inferred from the claim text.