D-(-)-THREO-2-AMINO-1-(4-NITROPHENYL)-1,3-PROPANEDIOL

D-(-)-THREO-2-AMINO-1-(4-NITROPHENYL)-1,3-PROPANEDIOL Basic information
Product Name:D-(-)-THREO-2-AMINO-1-(4-NITROPHENYL)-1,3-PROPANEDIOL
Synonyms:ChloromycinbaseL-base;D-(-)-THREO-2-AMINO-1-(4-NITRO;(1R,2R)-1-(4-Nitrophenyl)-2-aminopropane-1,3-diol;[1R,2R,(-)]-2-Amino-1-(p-nitrophenyl)-1,3-propanediol;(1R,2R)-2-Amino-1-(4-nitrophenyl)propane-1,3-diol,96%;(1R,2R)-()-2-Amino-1-(4-nitrophenyl)-1,3-propanediol,D-()-threo-2-Amino-1-(p-nitrophenyl)-1,3-propanediol, Chloramphenicol base;(1R,2R)-2-AMino-1-(4-nitrophenyl)propane-1,3-diol, 96% 5GR;(1R,2R)-(-)-2-AMino-1-(4-nitrophenyl)-1,3-propanediol 99%
CAS:716-61-0
MF:C9H12N2O4
MW:212.2
EINECS:211-938-7
Product Categories:Amino Alcohols (Chiral);Chiral Building Blocks;for Resolution of Acids;Antibiotics;Cell Culture;Reagents and Supplements;Optical Resolution;Synthetic Organic Chemistry;716-61-0
Mol File:716-61-0.mol
D-(-)-THREO-2-AMINO-1-(4-NITROPHENYL)-1,3-PROPANEDIOL Structure
D-(-)-THREO-2-AMINO-1-(4-NITROPHENYL)-1,3-PROPANEDIOL Chemical Properties
Melting point 163-165 °C(lit.)
Boiling point 352.03°C (rough estimate)
density 1.3136 (rough estimate)
refractive index -30.5 ° (C=1, 6mol/L HCl)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
Water Solubility almost transparency in hot Water
solubility DMSO (Slightly), Methanol (Slightly)
form Powder
pka10.98±0.45(Predicted)
color Light yellow
optical activity[α]25/D 30°, c = 1 in 6 M HCl
InChIKeyOCYJXSUPZMNXEN-RKDXNWHRSA-N
Safety Information
Hazard Codes Xn,T
Risk Statements 22-36/37/38-45
Safety Statements 26-45-53-22
RIDADR UN 3259 8/PG 3
WGK Germany 3
RTECS TY3100000
HS Code 29221990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
D-(-)-THREO-2-AMINO-1-(4-NITROPHENYL)-1,3-PROPANEDIOL Usage And Synthesis
Chemical Propertieslight yellow powder
UsesD-threo-(-)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol is an impurity of Chloramphenicol (C325030), a broad spectrum antibiotic agent obtained from cultures of the soil bacterium Streptomyces venezuel ae.
UsesChloramphenicol base is the parent 4-nitrophenylpropylamine formed by the hydrolysis of the dichloroacetamide of chloramphenicol and is a degradation product commonly encountered with commercial production of chloramphenicol. Chloramphenicol base has no antibiotic activity but has played an integral role in the synthesis and SAR of new generation antibiotics, notably thiamphenicol and experimental analogues, bromamphenicol and methamphenicol.
Uses(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].
DefinitionChEBI: A diol that is propane 1,3-diol bearing additional amino and 4-nitrophenyl substituents at positions 2 and 1 respectively.
D-(-)-THREO-2-AMINO-1-(4-NITROPHENYL)-1,3-PROPANEDIOL Preparation Products And Raw materials
Raw materialsPropiophenone
Preparation ProductsPotassium heptadecafluoro-1-octanesulfonate
BROMAMPHENICOL CHLORAMPHENICOL (D5) Chloramphenicol sodium succinate Chloramphenicol palmitate CHLORAMPHENICOL CINNAMATE CHLORAMPHENICOL-ALCOHOL LABOTEST-BB LT00452518 Chloramphenicol D-THREO-[DICHLOROACETYL-1-14C]-CHLORAMPHENICOL FMOC-(1R,2R)-(-)-2-AMINO-1-(4-NITROPHENYL)-1,3-PROPANEDIOL CHLORAMPHENICOL, [3H(G)] D-THREO CHLORAMPHENICOL, D-THREO-[DICHLOROACETYL-1,2-14C]- CHLORAMPHENICOL MALEATE (1R,2R)-B13 D-(-)-THREO-2-AMINO-1-(4-NITROPHENYL)-1,3-PROPANEDIOL CHLORAMPHENICOL 1-O-BETA-D-GALACTOPYRANOSIDE Eusynthomycin CHLORAMPHENICOL-[RING-3,5-3H]

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