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Merck
CN

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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About This Item

Linear Formula:
HOCH2CH(NH2)CH(C6H4NO2)OH
CAS Number:
716-61-0
Molecular Weight:
212.20
NACRES:
NA.22
PubChem Substance ID:
24891170
UNSPSC Code:
12352116
EC Number:
211-938-7
MDL number:
MFCD00078126
Assay:
99%
Form:
powder

Key Documents

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Product Name

(1R,2R)-(−)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol, 99%

InChI key

OCYJXSUPZMNXEN-RKDXNWHRSA-N

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

SMILES string

N[C@H](CO)[C@H](O)c1ccc(cc1)[N+]([O-])=O

assay

99%

form

powder

optical activity

[α]25/D −30°, c = 1 in 6 M HCl

mp

163-165 °C (lit.)

Quality Level

200

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].

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6976V
WXBF2454V
WXBD9306V
MKCP5054
MKCN3894

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Development of new isothiocyanate-based chiral derivatizing agent for amino acids.
Peter M, et al.
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.
Tang H, et al.
Catalysis Communications, 8(11), 1811-1814 (2007)
D A Pearce et al.
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
D K Zheng et al.
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.
M L Muñoz-Calvo et al.
The Journal of antibiotics, 33(5), 520-522 (1980-05-01)
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