601488-19-1

Basic information

• Product Name: Octadecanal, 2-(methoxymethoxy)-
• CAS NO: 601488-19-1
• Molecular Formula: C20H40O3
• Mol File: 601488-19-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Octadecanal, 2-(methoxymethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Octadecanal, 2-(methoxymethoxy)-(601488-19-1)
• EPA Substance Registry System: Octadecanal, 2-(methoxymethoxy)-(601488-19-1)

Safety Data

• Hazardous Substances Data: 601488-19-1(Hazardous Substances Data)

Upstream product

• 601488-18-0 3-(methoxymethoxy)nonadecane-1,2-diol 
• 601488-17-9 3-(methoxymethoxy)nonadec-1-ene 
• 872-26-4 hexadecylmagnesium bromide 
• 57994-84-0 nonadec-1-ene-3-ol 

Relevant articles and documents

Domino aza-Claisen/Mannich cyclization reaction from a chiral α-alkoxy enamine or sequential alkylation of an α-alkoxy ester enolate or nitrile anion, followed by an intramolecular Wittig reaction: Two (3+2) annulation routes to homochiral 4-alkyl-4-hydroxy-2-cyclopentenone synthesis

A study on the enantioselective synthesis of 4-alkyl-4-hydroxyalkylidene-cyclopentenone prostaglandins is reported. Two (3+2) annulation processes allow the synthesis of homochiral 4-alkyl-4-hydroxy-2-cyclopentenones 4-5, 10-11, and 17. The first process involves a domino aza-Claisen/Mannich cyclization reaction, resulting from the alkylation of an α-alkoxy-enamine, derived from chiral α-alkoxy aldehydes 1, 9, or 16 with 3-iodo-2-(methoxymethoxy)prop-1-ene (3) as the acetonyl equivalent. The second process is based on the sequential alkylation of esters 21, 39, or nitrile 20 with acetonyl equivalents 3 or 25, followed by an intramolecular Wittig reaction. As an application, the synthesis of the naturally occurring alkylidene-cyclopentenone prostaglandin clavulone II from the spiro[cyclopentene-furan]one 5 and the formal total synthesis of (+/-)-untenone 19 has been carried out. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.