1355990-09-8

Basic information

• Product Name: 2-allyl-3-(4-methoxybenzyloxy)benzaldehyde
• Synonyms: 2-allyl-3-(4-methoxybenzyloxy)benzaldehyde
• CAS NO: 1355990-09-8
• Molecular Weight: 282.339
• Mol File: 1355990-09-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-allyl-3-(4-methoxybenzyloxy)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-allyl-3-(4-methoxybenzyloxy)benzaldehyde(1355990-09-8)
• EPA Substance Registry System: 2-allyl-3-(4-methoxybenzyloxy)benzaldehyde(1355990-09-8)

Safety Data

• Hazardous Substances Data: 1355990-09-8(Hazardous Substances Data)

Upstream product

• 40359-32-8 3-allyloxy-benzaldehyde 
• 79950-42-8 2-allyl-3-hydroxy-benzaldehyde 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 1355990-13-4 (S)-1-[2-allyl-3-(4-methoxybenzyloxy)phenyl]-6-benzyloxyundec-2-yn-1-ol 
• 81845-98-9 2-((1R,2R,3aS,9aS)-2-hydroxy-1-(S)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalene-5-yloxylacetic acid methyl ester 
• 1355990-07-6 2-((1R,2R,3aS,9aS)-2-hydroxy-1-(S)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalene-5-yloxylacetic acid ethyl ester 
• 1355990-25-8 (1R,2R,3aS,9aS)-1-((S)-3-benzyloxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalene-2,5-diol 
• 1355990-23-6 (3aS,9aS)-1-((S)-3-benzyloxyoctyl)-5-hydroxy-1,3,3a,4,9,9a-hexahydrobenz[f]inden-2-one 
• 1355990-21-4 (4R,9aS)-3-((S)-3-benzyloxyoctyl)-4-(tert-butyldimethylsilanyloxy)-8-(4-methoxybenzyloxy)-1,4,9,9a-tetrahydrocyclopenta[b]napthalen-2-one 
• 1355990-19-0 {(1R,6S)-1-[-2-allyl-3-(4-methoxybenzyloxy)phenyl]-6-benzyloxyundec-2-ynyloxy}-tert-butyl-dimethyl-silane 
• 1355990-17-8 (1R,6S)-1-[-2-allyl-3-(4-methoxybenzyloxy)phenyl]-6-benzyloxyundec-2-yn-1-ol 
• 1355990-15-6 (S)-1-[2-allyl-3-(4-methoxybenzyloxy)phenyl]-6-benzyloxyundec-2-yn-1-one 
• 101692-02-8 (1R,2R,3aS,9aS)-2,3,3a,4,9,9a-hexahydro-1-((S)-3-hydroxyoctyl)-1H-cyclopenta[b]naphthalene-2,5-diol 
• 81846-19-7 treprostinil 

Relevant articles and documents

Synthesis Of Treprostinil And Intermediates Useful Therein

Treprostinil is prepared by a process which involves Pauson-Khan cyclization of an an alkene-substituted, alkyne-substituted benzene corresponding to formula: (I) where PMB represents para-methoxy benzyl protecting group and R1 and R2 are alcohol protecting groups. Following cyclization, the resulting compound can be subjected to several chemical trans-formations followed by alkylation, hydrolysis and salt formation to yield treprostinil sodium. The use of para-methoxybenzyl group as the phenolic protecting group confers several process advantages that result in simplified purification of the final product and improved yields.

PROTECTED ALDEHYDES FOR USE AS INTERMEDIATES IN CHEMICAL SYNTHESES, AND PROCESSES FOR THEIR PREPARATION

A para-methoxy protected benzaldehyde useful in preparation of treprostinil, and of formula:(Formula (1)) is prepared by subjecting to Claisen re-arrangement a substituted benzaldehyde of formula (la): (Formula (Ia)) to form the m-hydroxy-substituted benz