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CAS RN: 137848-28-3 | Product Number: A2316

(R)-(+)-2-Amino-2'-hydroxy-1,1'-binaphthyl


Purity: >98.0%(HPLC)
Synonyms:
  • (R)-(+)-1-(2-Amino-1-naphthyl)-2-naphthol
  • (R)-(+)-NOBIN
  • (R)-(+)-2'-Amino-1,1'-binaphthalen-2-ol
Documents:
100MG
$194.00
1   1   18  

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Product Number A2316
Purity / Analysis Method >98.0%(HPLC)
Molecular Formula / Molecular Weight C__2__0H__1__5NO = 285.35  
Physical State (20 deg.C) Solid
CAS RN 137848-28-3
Reaxys Registry Number 5380793
PubChem Substance ID 125307453
MDL Number

MFCD01882346

Specifications
Properties (reference)
Melting Point 173 °C
Specific Rotation 120° (C=1,THF)
GHS
Pictogram Pictogram
Signal Word Danger
Hazard Statements H318 : Causes serious eye damage.
H413 : May cause long lasting harmful effects to aquatic life.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P273 : Avoid release to the environment.
P280 : Wear eye protection/ face protection.
P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor.
Related Laws:
Transport Information:
HS Number 2922.50.4000
Application
Asymmetric synthesis of amino acids using NOBIN as a phase-transfer catalyst

Typical procedure (asymmetric alkylation of (2) under phase-transfer catalysis condition): Finely ground NaOH (2 g), glycine equivalent (2) (2.1 g) and (R)-NOBIN (0.14 g) in anhydrous CH2Cl2 (30 mL) are stirred under Ar at 15-20 °C for 3 min. Then BnBr (1 g) is added, and the mixture is stirred for 8 min. The reaction mixture is quenched by the addition of aq. AcOH (10 mL) and diluted with CH2Cl2 (30 mL). The organic layer is separated and concentrated. The residue is purified by flash chromatography on silica gel (eluent: CHCl3/acetone) to give (3) (2.3 g, 90%, 97 % ee). The crude complex (3) is crystallized from C6H6/acetone to give the enantiomerically pure product (3) (1.9 g, 74 %).

References


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