Compound Q&A

How is (1S,3S,7S,10R,11S,12S,16R)-7,11-Dihydroxy-8,8,10,12,16-pentamethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)-1-propen-2-yl]-17-oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione (CAS: 219989-84-1) typically synthesized?

Answer

(1S,3S,7S,10R,11S,12S,16R)-7,11-Dihydroxy-8,8,10,12,16-pentamethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)-1-propen-2-yl]-17-oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione
This compound is typically synthesized via a multi-step reaction involving the alkylation of a thiazole derivative and subsequent cyclization. Key steps include the use of a titanium alkyl chloride as a coupling agent, and the reaction is catalyzed by a palladium complex. The yield is moderate, and the selectivity is good, with the desired diastereomer being isolated in high purity.

About

English Name (1S,3S,7S,10R,11S,12S,16R)-7,11-Dihydroxy-8,8,10,12,16-pentamethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)-1-propen-2-yl]-17-oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione
Molecular Formula C27H42N2O5S
Molecular Weight 506.70900000000023 g/mol
SMILES CC1CCCC2(C(O2)CC(NC(=O)CC(C(C(=O)C(C1O)C)(C)C)O)C(=CC3=CSC(=N3)C)C)C
InChIKey FABUFPQFXZVHFB-PVYNADRNSA-N
Last Updated: 2025-09-10 15:15

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