15914-84-8

  • Product Name:(S)-(-)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL
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Product Details

Purity:99%

15914-84-8 Powder In Stock, (S)-(-)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL

  • Molecular Formula:C12H12O
  • Molecular Weight:172.227
  • Vapor Pressure:0.000177mmHg at 25°C 
  • Melting Point:47-49 °C(lit.) 
  • Refractive Index:1.632 
  • Boiling Point:316.049 °C at 760 mmHg 
  • PKA:14.29±0.20(Predicted) 
  • Flash Point:145.346 °C 
  • PSA:20.23000 
  • Density:1.114 g/cm3 
  • LogP:2.89310 

(S)-(-)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL(Cas 15914-84-8) Usage

Chemical Properties

White fine crystalline powder

Uses

(S)-(-)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL is a building block used in the synthesis of novel 2,4-diaminoquinazoline derivatives as SMN2 promoter activators for the potential treatment of spinal muscular atrophy.

Purification Methods

Purify the alcohol by recrystallisation from Et2O/pet ether, Et2O, hexane [Balfe et al. J Chem Soc 797 1946, IR, NMR: Theisen & Heathcock J Org Chem 53 2374 1988, see also Fredga et al. Acta Chem Scand 11 1609 1957]. The RS-alcohol [57605-95-5] has m 63-65o, 65-66o from hexane. [Beilstein 6 III 3034, 6 IV 4346.]

InChI:InChI=1/C12H12O/c1-9(13)11-8-4-6-10-5-2-3-7-12(10)11/h2-9,13H,1H3/t9-/m0/s1

15914-84-8 Relevant articles

PQXdpap: Helical Poly(quinoxaline-2,3-diyl)s Bearing 4-(Dipropylamino)pyridin-3-yl Pendants as Chirality-Switchable Nucleophilic Catalysts for the Kinetic Resolution of Secondary Alcohols

Murakami, Ryo,Suginome, Michinori,Yamamoto, Takeshi

supporting information, p. 8711 - 8716 (2021/11/24)

Helically chiral poly(quinoxaline-2,3-di...

Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts

Oestreich, Martin,Seliger, Jan

supporting information, p. 247 - 251 (2020/10/29)

A nonenzymatic dynamic kinetic resolutio...

Tridentate nitrogen phosphine ligand containing arylamine NH as well as preparation method and application thereof

-

Paragraph 0095-0102; 0105-0109, (2021/06/26)

The invention discloses a tridentate nit...

Visible-Light-Driven Catalytic Deracemization of Secondary Alcohols

Hu, Xile,Zhang, Zhikun

supporting information, p. 22833 - 22838 (2021/09/09)

Deracemization of racemic chiral compoun...

15914-84-8 Process route

1-vinylnaphthalene
826-74-4,29793-40-6

1-vinylnaphthalene

2-naphthaleneethanol
773-99-9

2-naphthaleneethanol

(S)-1-(1-Naphthyl)ethanol
15914-84-8,1517-72-2

(S)-1-(1-Naphthyl)ethanol

(R)-1-(naphth-1-yl)ethanol
42177-25-3,1517-72-2

(R)-1-(naphth-1-yl)ethanol

Conditions
Conditions Yield
1-vinylnaphthalene; With benzo[1,3,2]dioxaborole; rhodium complex 2; In toluene; at 20 ℃; for 2h;
With sodium hydroxide; water; dihydrogen peroxide; In toluene; at 20 ℃; for 2h; Title compound not separated from byproducts;
 
1-(1-naphthyl)ethanol
57605-95-5,1517-72-2

1-(1-naphthyl)ethanol

1'-naphthacetophenone
941-98-0

1'-naphthacetophenone

(S)-1-(1-Naphthyl)ethanol
15914-84-8,1517-72-2

(S)-1-(1-Naphthyl)ethanol

(R)-1-(naphth-1-yl)ethanol
42177-25-3,1517-72-2

(R)-1-(naphth-1-yl)ethanol

Conditions
Conditions Yield
With (1R)-N-oxyl-1-(N-benzylcarbamoyl)-8-azabicyclo[3.2.1]octane; sodium hydrogencarbonate; sodium bromide; In dichloromethane; water; at 0 ℃; optical yield given as %ee; enantioselective reaction; Electrochemical reaction;
62%
With palladium dichloro (η-2,5-norbornadiene); oxygen; (-)-sparteine; In toluene; at 80 ℃; for 192h; Title compound not separated from byproducts;
54%
With 3 A molecular sieve; oxygen; (-)-sparteine; palladium dichloro (η-2,5-norbornadiene); In toluene; at 80 ℃; for 192h; under 760 Torr;
54%
With Na-Pi buffer; In acetone; for 48h; Yields of byproduct given. Title compound not separated from byproducts; tubers of Solanum tuberosum cv. Saturna, pH 5.9; other biologically active material: tubers of Helianthus tuberosus;
10 % Chromat.
With 3 A molecular sieve; oxygen; caesium carbonate; (R)-H8-1,1'-binaphthalenyl-2,2'-diamine-based Pd(II); In toluene; at 80 ℃; for 48h; under 760 Torr;
 
With oxygen; potassium carbonate; heptakis(6-amino-6-deoxy)-β-cyclodextrin; In tetrahydrofuran; water; at 29.84 ℃; for 48h; enantioselective reaction; Resolution of racemate;
 

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