1572246-16-2

Basic information

• Product Name: (S)-4-ethyl-5-{[(1R)-2-hydroxy-1-phenylethyl]amino}-1-pentanol
• Synonyms: (S)-4-ethyl-5-{[(1R)-2-hydroxy-1-phenylethyl]amino}-1-pentanol
• CAS NO: 1572246-16-2
• Molecular Weight: 251.369
• Mol File: 1572246-16-2.mol

Chemical Properties

• CAS DataBase Reference: (S)-4-ethyl-5-{[(1R)-2-hydroxy-1-phenylethyl]amino}-1-pentanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-ethyl-5-{[(1R)-2-hydroxy-1-phenylethyl]amino}-1-pentanol(1572246-16-2)
• EPA Substance Registry System: (S)-4-ethyl-5-{[(1R)-2-hydroxy-1-phenylethyl]amino}-1-pentanol(1572246-16-2)

Safety Data

• Hazardous Substances Data: 1572246-16-2(Hazardous Substances Data)

Upstream product

• 194149-76-3 (3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine 
• 1572245-75-0 (3R,8R,8aR)-8-isopropyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine 
• 70687-49-9 methyl 4-isopropyl-5-oxopentanoate 

Downstream Products

• 1572246-42-4 (S)-4-ethyl-5-[(2-nitrobenzenesulfonyl)amino]-1-pentanol 

Relevant articles and documents

Enantioselective synthesis of the ethyl analog of the marine alkaloid haliclorensin C

The enantioselective synthesis (3.7% overall yield in nine steps from 2) and biological screening of the ethyl analog of the macrocyclic marine alkaloid haliclorensin C (compound 5) are reported. Amino alcohol 3, generated by a LiNH2BH3-promoted reductive ring-opening/debenzylation sequence from phenylglycinol-derived lactam 2, was used as the starting chiral linear building block. Incorporation of the undecene chain via the nosyl derivative 12, methylenation of the pentanol moiety, and a ring-closing metathesis are the key steps of the synthesis.

Access to enantiopure 4-substituted 1,5-aminoalcohols from phenylglycinol-derived δ-lactams: Synthesis of Haliclona alkaloids

LiNH2BH3-promoted reductive opening of 8-substituted phenylglycinol-derived oxazolopiperidone lactams leads to enantiopure 4-substituted-5-aminopentanols, which are used as starting building blocks in the synthesis of the Haliclona alkaloids haliclorensin C, haliclorensin, and halitulin (formal). The starting lactams are easily accessible by a cyclocondensation reaction of (R)-phenylglycinol with racemic γ-subtituted δ-oxoesters, in a process that involves a dynamic kinetic resolution.