219897-38-8

Usage

Chemical Properties

White to off-white powder

InChI:InChI=1/C17H15NO/c18-17(13-7-2-1-3-8-13)16-14-9-5-4-6-12(14)10-11-15(16)19/h1-11,17,19H,18H2/p+1/t17-/m0/s1

Upstream product

• 481-82-3 1-(α-aminobenzyl)-2-naphthol 
• 135-19-3 β-naphthol 
• 1438395-05-1 1-(α-aminobenzyl)-2-naphthol trifluoroacetate 
• 1438417-59-4 C₁₇H₁₅NO*C₂₀H₁₃O₄P 
• 53983-77-0 1,3-diphenyl-2,3-dihydro-1H-naphth[1,2-e][1,3]oxazine 
• 100-52-7 benzaldehyde 
• 35193-63-6 (R)-1,1'-binaphthyl-2,2'-phosphoric acid 

Downstream Products

• 259151-39-8 (-)-1-phenyl-3-n-propyl-2,3-dihydro-1H-naphth[1,2-e][1,3]oxazine 
• 500352-89-6 (7aR,13S)-13-phenyl-8,9,10,11-tetrahydro-7aH,13H-naphtho[1,2-e]pyrido[2,1-b][1,3]oxazine 
• 500352-90-9 (7aR,14S)-14-phenyl-7a,8,9,10,11,12-hexahydro-14H-naphtho-[1',2':5,6][1,3]oxazino[2,1-b]azepine 
• 500352-88-5 (7aR,12S)-12-phenyl-7a,8,9,10-tetrahydro-12H-naphtho[1,2-e]pyrrolo[2,1-b][1,3]oxazine 
• 728040-95-7 (1S)-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine 
• 728040-97-9 (1S)-2-[(1H-1,2,3-benzotriazol-1-yl)methyl]-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine 
• 219897-41-3 C₂₄H₁₉NO 
• 1290137-43-7 (S)-N-[(2-hydroxynaphthalen-1-yl)(phenyl)methyl]-4-methylbenzenesulfonamide 
• 1256556-39-4 (1S,3R,R)-3-(1-(4-methoxyphenyl)-3-methylbutan-2-yl)-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine 
• 1256556-40-7 (1S,3R,R)-3-(1-(4-methoxy-3-(3-methoxypropoxy)phenyl)-3-methylbutan-2-yl)-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine 

Relevant academic research and scientific papers

The Betti base: Absolute configuration and routes to a family of related chiral nonracemic bases

A detailed protocol for the resolution of the Betti base [i.e. 1-(α- aminobenzyl)-2-naphthol] was investigated and the absolute configuration of the two isomers was established by means of an X-ray diffractometric study. A series of optically active deriv

Bianthryl-based organocatalysts for the asymmetric Henry reaction of fluoroketones

We have developed a catalytic system based on bianthrylbis(thiourea) for the asymmetric Henry reaction of fluoroketones and nitroalkanes that resulted from the screening of a library containing 31 chiral non-racemic organocatalysts. The corresponding adducts were isolated in up to 6 times shorter reaction time in comparison with the previously published organocatalysts. High levels of stereocontrol have been generally observed, with measured product enantiomeric excesses up to 97% and diastereomeric ratio 3:2 (anti/syn). The above-mentioned catalysts have been successfully applied to the total asymmetric synthesis of CF3-tethered (S)-halostachines, which has proved that this method constitutes an easy entry to similar enantiopure compounds.

Optically pure 1 - (α-aminobenzyl) - 2-naphthol preparation method

The invention provides a preparation method of optical pure 1-(alpha-amino benzyl)-2-naphthol. The preparation method comprises the following steps: catalytically synthesizing racemic 1-(alpha-amino benzyl)-2-naphthol trifluoroacetate by utilizing trifluoroacetic acid; and splitting racemic 1-(alpha-amino benzyl)-2-naphthol and trifluoroacetate thereof by utilizing optical pure 1, 1'-binaphthol phosphate ester and optical pure 1, 1'-binaphthol sodium phosphate as splitting reagents to prepare optical pure 1-(alpha-amino benzyl)-2-naphthol. The method is good in repeatability, and the splitting reagents can be repeatedly used, so that the method is low in cost, environment-friendly and energy-saving, and suitable for large-scale preparation of optical pure 1-(alpha-amino benzyl)-2-naphthol.

Development of chiral heteroleptic magnesium amides; Asymmetric deprotonations mediated by six-membered metallocyclic amidomagnesium naphtholates

A series of enantioenriched six-membered metallocyclic amidomagnesium naphtholates were prepared and used to probe the structure-reactivity/selectivity relationships of heteroleptic magnesium base complexes within asymmetric deprotonation reactions. An ef

A new method for the synthesis of enantiomerically pure Betti base

We have developed a new method for the synthesis of enantiomerically pure Betti base. By using trifluoroacetic acid to replace the more traditionally used hydrochloride acid, the hydrolysis procedure used in the classical synthesis of racemic Betti base was carried out under milder conditions with an improved yield (up to 96%), which was followed by a new and efficient resolution with using recyclable (R)-1,1′-binaphthalene-2,2′-diyl sodium phosphate to provide enantiomerically pure (S)-Betti base in 95% yield with up to 99% ee and (R)-Betti base in 93% yield with 90% ee in one resolution step. Georg Thieme Verlag Stuttgart - New York.

Simple and convenient methods for synthesis, resolution and application of aminonaphthols

Racemic aminonaphthols are obtained in 70-95% yield by simple and straightforward condensation of benzaldehyde, 2naphlhol and 1° or 2° amines in ethanol solvent under refluxing conditions. The racemic aminonaphthols 1-(αaminobcnzyl)-2-naphthol and 1-(α-pyrrolidinylbenzyl)-2-naphthol have been resolved using L -(+)-tartaric acid. The racemic l-(a-/V- butylaminobenzyl)-2-naphthol and l-(a-piperidylbenzyl)-2-naphthol have been resolved using fl-(+)-BINOL and boric acid. The racemic (2-methoxynaphth-1-yl) benzylamine is resolved using dibenzoyl-L-(-)-tartaric acid. The readiliy accessible chiral aminonaphthols are useful for resolution of important moieties like racemic BINOL, ibuprofen and mandclic acid.