55803-41-3

Basic information

• Product Name: Formamide, N-[2-[3-methoxy-4-(phenylmethoxy)phenyl]ethyl]-
• Synonyms: N-formyl-7-benzyloxy-6-methoxyphenethylamine;N-formyl-3-methoxy-4-benzyloxyphenylethyl amine
• CAS NO: 55803-41-3
• Molecular Formula: C17H19NO3
• Molecular Weight: 285.343
• Mol File: 55803-41-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 495.7±40.0 °C(Predicted)
• Density: 1.125±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Formamide, N-[2-[3-methoxy-4-(phenylmethoxy)phenyl]ethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Formamide, N-[2-[3-methoxy-4-(phenylmethoxy)phenyl]ethyl]-(55803-41-3)
• EPA Substance Registry System: Formamide, N-[2-[3-methoxy-4-(phenylmethoxy)phenyl]ethyl]-(55803-41-3)

Safety Data

• Hazardous Substances Data: 55803-41-3(Hazardous Substances Data)

Upstream product

• 22231-61-4 2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine 
• 107-31-3 Methyl formate 
• 121-33-5 vanillin 
• 100-39-0 benzyl bromide 
• 63909-38-6 3-methoxy-4-benzyloxy-ω-nitrostyrolene 
• 63909-38-6 1-(benzyloxy)-2-methoxy-4-[(E)-2-nitroethenyl]benzene 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 1860-56-6 4-benzyloxy-3-methoxy-β-nitrostyrene 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 4602-73-7 3,4-dihydro-7-hydroxy-6-methoxy-isoquinoline 
• 15357-92-3 6-methoxy-7-(benzyloxy)-3,4-dihydroisoquinoline 
• 857822-38-9 N-(4-benzyloxy-3-methoxy-phenethyl)-N-methyl-formamide 
• 38171-33-4 2-(4-(benzyloxy)-3-methoxyphenyl)-N-methylethanamine 
• 1263211-41-1 (S)-1-(4-methoxymethoxybenzyl)-2-methyl-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydroisoquinoline 
• 1263210-09-8 7-(benzyloxy)-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6-methoxy-1,2,3,4-tetrahydroisoquinoline 
• 1263210-03-2 2-[4,5-dihydro-4-((R)-1-methylethyl)-2-oxazolyl]-(S)-1-(4-methoxymethoxybenzyl)-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydroisoquinoline 
• 436-05-5 (±)-curine 
• 1426260-26-5 8-(2,4-dimethoxyphenyl)-6-methoxy-2-propyl-1,2,3,4-tetrahydroisoquinolin-7-ol 
• 1426260-25-4 C₂₀H₂₅NO₂ 
• 52336-73-9 7-(benzyloxy)-6-methoxy-2-methyl-3,4-dihydroisoquinolinium iodide 
• 104669-18-3 Acetic acid (12S,12aR)-2-benzyloxy-3-methoxy-7-oxo-5,7,12,12a-tetrahydro-6H-6a,9-diaza-benzo[a]anthracen-12-yl ester 
• 104669-15-0 (12S,12aR)-2-Benzyloxy-12-hydroxy-3-methoxy-5,6,12,12a-tetrahydro-6a,9-diaza-benzo[a]anthracen-7-one 

Relevant articles and documents

A Modular Access to (±)-Tubocurine and (±)-Curine - Formal Total Synthesis of Tubocurarine

Two consecutive Cu-catalyzed Ullmann-type C-O couplings permitted the first successful entry toward the curare alkaloids (±)-tubocurine and (±)-curine. Starting from vanillin, the synthetic sequence comprises 15 linear steps and includes a total of 24 transformations. In addition, the total synthesis of tubocurine represents a formal total synthesis of the famous arrow poison alkaloid tubocurarine.

Formal synthesis of the bisbenzylisoquinoline alkaloid berbamunine by asymmetric substitution of chiral organolithium compounds

Asymmetric alkylation of enantiomeric tetrahydroisoquinolyl oxazolines was achieved with 96-97% diastereoselectivity. Removal of the oxazoline chiral auxiliary and further transformations provide a straightforward synthesis of the two synthetic intermediates that were previously synthesized by resolution, and which comprise a formal synthesis of berbamunine by Ullman coupling. ARKAT-USA, Inc.

An efficient synthesis of thalifoline

An efficient multi-step approach for the synthesis of the isoquinolin-1-one alkaloid thalifoline (1) is described. The key intermediate carbamate 8a underwent a modified Bischler-Napieralski-type cyclization using Banwell's Tf2O/DMAP conditions to form the lactam 9a under mild conditions and in excellent yield.