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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
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Quality Level

200

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

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].

Storage Class

11 - Combustible Solids

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

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)
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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Global Trade Item Number

SKUGTIN
A70704-25G04061833383438
A70704-10G04061833383421