A70704
(1R,2R)-(−)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol
99%
Synonym(s):
D-(−)-threo-2-Amino-1-(p-nitrophenyl)-1,3-propanediol, Chloramphenicol base
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Quality Level
Assay
99%
form
powder
optical activity
[α]25/D −30°, c = 1 in 6 M HCl
mp
163-165 °C (lit.)
SMILES string
N[C@H](CO)[C@H](O)c1ccc(cc1)[N+]([O-])=O
InChI
1S/C9H12N2O4/c10-8(5-12)9(13)6-1-3-7(4-2-6)11(14)15/h1-4,8-9,12-13H,5,10H2/t8-,9-/m1/s1
InChI key
OCYJXSUPZMNXEN-RKDXNWHRSA-N
Related Categories
Application
(1R,2R)-(-)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol may be used in the preparation of (1R,2R)-(-)-2-dimethylamino-1-(4-nitrophenyl)-1,3-propanediol via N,N-dimethylation. It may also be used as a starting material to synthesize (1R,2R)-1,3-diacetoxy-1-(4-nitrophenyl)-2-propylisothioeyanate [(R,R)-DANI].
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Development of new isothiocyanate-based chiral derivatizing agent for amino acids.
Chromatographia, 50(5-6), 373-375 (1999)
(1R, 2R)-(-)-2-Dimethylamino-1-(4-nitrophenyl)-1, 3-propanediol/l-proline cocatalyzed enantioselective Morita-Baylis-Hillman reaction.
Catalysis Communications, 8(11), 1811-1814 (2007)
Molecular genetics and metabolism, 66(4), 314-319 (1999-04-07)
The CLN3 gene, which encodes the protein whose absence is responsible for Batten disease, the most common inherited neurovisceral storage disease of childhood, was identified in 1995. The function of the protein, Cln3p, still remains elusive. We previously cloned the
Yao xue xue bao = Acta pharmaceutica Sinica, 25(6), 430-434 (1990-01-01)
Threo (-) or (+)-1-(p-nitrophenyl)-1,3-dihydroxypropylamine-2 was found to be a useful resolving agent for racemic gossypol. The optical and chemical stability of the condensate of enantiomeric gossypols with the titled amine and the great difference in the Rf values on TLC
Induced synthesis of phosphatases in Anacystis nidulans by p-NO2-phenylserinal.
The Journal of antibiotics, 33(5), 520-522 (1980-05-01)
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