713694
(S)-(−)-2′-Amino-1,1′-binaphthalen-2-ol
97%
Synonym(s):
(S)-(−)-2-Amino-2′-hydroxy-1,1′-binaphthalene, (S)-NOBIN
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About This Item
Empirical Formula (Hill Notation):
C20H15NO
CAS Number:
Molecular Weight:
285.34
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
MDL number:
SMILES string
Nc1c(c4c(cc1)cccc4)c2c3c(ccc2O)cccc3
InChI
1S/C20H15NO/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,22H,21H2
InChI key
HIXQCPGXQVQHJP-UHFFFAOYSA-N
assay
≥96.5% (HPLC), 97%
form
crystals
optical purity
enantiomeric excess: ≥98.0%
Quality Level
Related Categories
Application
(S)-(-)-2′-Amino-1,1′-binaphthalen-2-ol or (S)-NOBIN, is a non-symmetrically substituted 1,1′-binaphthalene ligand. It can be used as a catalyst in the asymmetric synthesis of unnatural α-alkyl amino acids by phase-transfer catalysis (PTC). (S)-NOBIN can also be employed as starting material to prepare N-monoalkyl and N,N-dialkyl (S)-NOBIN analogs by reacting with aldehydes via reductive amination reaction. N-monoaryl derivatives are obtained from NOBIN via Hartwig−Buchwald arylation reaction.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Danger
hcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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2?-Amino-[1, 1?-binaphthalen]-2-ol
Kocovsky P
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
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