332837-95-3

Basic information

• Product Name: (3R,4S)-4-((E)-2-Iodo-propenyl)-1-[(S)-2-(4-methoxy-benzyloxy)-propionyl]-3-methyl-azetidin-2-one
• Synonyms: (3R,4S)-4-((E)-2-Iodo-propenyl)-1-[(S)-2-(4-methoxy-benzyloxy)-propionyl]-3-methyl-azetidin-2-one
• CAS NO: 332837-95-3
• Molecular Weight: 443.281
• Mol File: 332837-95-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3R,4S)-4-((E)-2-Iodo-propenyl)-1-[(S)-2-(4-methoxy-benzyloxy)-propionyl]-3-methyl-azetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4S)-4-((E)-2-Iodo-propenyl)-1-[(S)-2-(4-methoxy-benzyloxy)-propionyl]-3-methyl-azetidin-2-one(332837-95-3)
• EPA Substance Registry System: (3R,4S)-4-((E)-2-Iodo-propenyl)-1-[(S)-2-(4-methoxy-benzyloxy)-propionyl]-3-methyl-azetidin-2-one(332837-95-3)

Safety Data

• Hazardous Substances Data: 332837-95-3(Hazardous Substances Data)

Upstream product

• 229647-61-4 (S)-2-((4-methoxybenzyl)oxy)propanoic acid 
• 220235-68-7 (-)-(2S)-methyl 2-(p-methoxybenzyloxy)propanoate 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 
• 332837-94-2 (S)-2-(4-methoxybenzyloxy)propanoyl chloride 

Relevant articles and documents

An approach to the total synthesis of lankacidins: Synthesis of advanced macrocyclic precursors

The macrocyclic tetraenes 11 and 19, possible precursors of lankacidin C 1, have been prepared using intramolecular Stille reactions to close the macrocyclic rings. The Stille precursor 10 was prepared by stereoselective acylation of the azetidinone 3 using the thioester 7. After reduction and deprotection, cyclisation gave the macrocyclic product 11 in 55% yield. Alternatively, the Boc-protected amino-ester 17 was prepared by ring-opening of the azetidinone, and cyclised to the macrocycle 19 in 48% yield.