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US 11,230,553 B2Granted
Nannocystin process and products
AssigneeThe Research Foundation for The State University of New York
InventorsZhang Wang, Jun Huang
Life of this patent
Estimating the term…
Abstract
Described herein is a process for the total synthesis of macrolactones and macrolactams of formula I including E- and Z-configuration thereof, in particular, nannocystins.
Claims9
A compound of formula I
- wherein
- A is —O— or —NH—;
- Q is —NR7—, wherein R7 is hydrogen or (C1-C3)alkyl;
- R1 is aryl optionally substituted with one or more substituents chosen independently from —(C1-C3)alkyl, halogen, —(C1-C3)haloalkyl, —(C1-C3)alkyl-OH, and —O(C1-C3)alkyl;
- R2 is chosen from hydrogen, (C1-C12)hydrocarbyl and —(C1-C12)hydrocarbyl-OH;
- R3 is phenyl or benzyl optionally substituted with one or more substituents chosen independently from —(C1-C3)alkyl, halogen, —(C1-C3)haloalkyl, —(C1-C3)alkyl-OH, and —O(C1-C3)alkyl;
- R4 is hydrogen or (C1-C7)hydrocarbyl;
- R5 is hydrogen, (C1-C7)hydrocarbyl or the side chain of a natural amino acid;
- R6 is hydrogen or (C1-C7)hydrocarbyl;
- R8 is chosen from hydrogen, —(C1-C3)alkyl, halogen, hydroxyl, —(C1-C3)haloalkyl, —(C1-C3)alkyl-OH, and —O(C1-C3)alkyl;
- R9 is chosen from hydrogen, —(C1-C3)alkyl, halogen, hydroxyl, —(C1-C3)haloalkyl, —(C1-C3)alkyl-OH, —O(C1-C3)alkyl, and —C(O)O(C1-C3)alkyl;
- and
- R10 is chosen from hydrogen, (C1-C7)hydrocarbyl and (C1-C7)oxaalkyl.
10 more elements
Dependencies are inferred from the claim text.