4618-99-9

Usage

Uses

Used in Pharmaceutical Industry:
(R,R)-()-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique structure and chirality allow for the development of enantiomerically pure compounds with specific biological activities, which can be crucial for the efficacy and safety of pharmaceutical products.
Used in Organic Synthesis:
In the field of organic synthesis, (R,R)-()-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide serves as a versatile building block for the creation of complex organic molecules. Its functional groups, such as the hydroxyl and amide groups, can be further modified or used as starting points for the synthesis of a wide range of organic compounds.
Used in Materials Science:
(R,R)-()-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide is utilized in materials science for the development of novel materials with specific properties. Its unique structure and functional groups can be exploited to create materials with tailored characteristics, such as improved mechanical strength, thermal stability, or specific interactions with other molecules.

Upstream product

• 37925-37-4 (2RS,3SR)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester 
• 5872-74-2 (2RS,3SR)-2-amino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid 
• 74104-28-2 α-acetamido-β-hydroxypropiophenone 
• 3509-75-9 (1RS,2SR)-1,3-diacetoxy-2-acetylamino-1-phenyl-propane 
• 3313-19-7 (1RS,2SR)-2-acetylamino-1-phenyl-propane-1,3-diol 
• 3306-06-7 (1RS,2SR)-2-amino-1-phenyl-propane-1,3-diol 
• 108943-99-3 N-(1-acetoxy-3-oxo-3-phenylpropyl)acetamide 
• 40958-11-0 (1RS,2SR)-3-acetoxy-2-acetylamino-1-(4-nitro-phenyl)-propan-1-ol 
• 1846-34-0 N-(p-nitrophenacyl)acetamide 
• 18735-12-1 (+/-)-3-acetoxy-2-acetylamino-1-(4-nitro-phenyl)-propan-1-one 
• 33485-02-8 (1RS,2SR)-1,3-diacetoxy-2-acetylamino-1-(4-nitro-phenyl)-propane 
• 5872-73-1 (2RS,3SR)-2-acetylamino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester 
• 3123-13-5 N-[1-hydroxymethyl-2-(4-nitro-phenyl)-2-oxo-ethyl]-acetamide 
• 3509-75-9 (1RS,2RS)-1,3-diacetoxy-2-acetylamino-1-phenyl-propane 

Downstream Products

• 35742-52-0 N-[(1RS,2RS)-2-(4-amino-phenyl)-2-hydroxy-1-hydroxymethyl-ethyl]-acetamide 
• 119-62-0 (+/-)-threo-1-(4-nitro-phenyl)-2-amino-1,3-propanediol 
• 50961-69-8 (1RS,2RS)-2-acetylamino-1-(4-dimethylamino-phenyl)-propane-1,3-diol 
• 110461-00-2 N-[4t-(4-nitro-phenyl)-2ξ-oxo-2λ⁴-[1,3,2]dioxathian-5r-yl]-acetamide 
• 110461-00-2 N-[4c-(4-nitro-phenyl)-2ξ-oxo-2λ⁴-[1,3,2]dioxathian-5r-yl]-acetamide 
• 88407-25-4 (2RS,3RS)-3-acetoxy-2-amino-3-(4-nitro-phenyl)-propan-1-ol; hydrochloride 
• 15935-03-2 4-((1RS.2RS)-2-acetylamino-1,3-dihydroxy-propyl)-benzonitrile 
• 23885-61-2 4-[(1RS.2RS)-2-(2,2-dichloro-acetylamino)-1,3-dihydroxy-propyl]-benzonitrile 
• 1885-08-1 (1RS,2RS)-2-acetylamino-1-(4-nitro-phenyl)-propane-1,3-diol 
• 52183-38-7 (+/-)-[2-methyl-5t-(4-nitro-phenyl)-4,5-dihydro-oxazol-4r-yl]-methanol 
• 71115-69-0 erythro-2-amino-1-(p-nitrophenyl)-1,3-propanediol 
• 2792-51-0 (1R,2S)-(+)-2-amino-1-(4-nitrophenyl)-1,3-propanediol 
• 99860-58-9 (1R,2R)-2-amino-3-dichloroacetoxy-1-(4-nitro-phenyl)-propan-1-ol 
• 119-62-0 (1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol 

Relevant academic research and scientific papers

Reversed-phase liquid chromatographic separation of enantiomeric and diastereomeric bases related to chloramphenicol and thiamphenicol.

The important antimicrobial agents chloramphenicol and thiamphenicol are N-acylated amines whose chemical structures include two chiral centers. Each drug is the single enantiomer of R,R configuration. The N-deacylated bases of the drugs are important intermediates in their synthesis and optical resolution. In this report, reversed-phase HPLC methods are described for the separation of enantiomeric and diastereomeric bases of the two drugs and of two closely related bases used in some syntheses of the drugs. The stereoisomeric bases were derivatized with a homochiral isothiocyanate and the resulting diastereomeric thioureas were separated on C18 columns with methanol:water mixtures as mobile phases and detection at 254 nm. The four stereoisomeric bases of chloramphenicol and those of its unnitrated analogue were thus separable after derivatization with 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate. This reagent also allowed the separation of the D-threo isomer of the p-mercaptomethyl analogue of thiamphenicol base from its stereoisomers. The stereoisomers of thiamphenicol base were similarly separated with (R)-alpha-methylbenzyl isothiocyanate as the derivatizing agent. The diastereomers of chloramphenicol base and of thiamphenicol base were chromatographically separable after derivatization with the nonchiral reagent benzyl isothiocyanate. The procedures developed may be useful in the determination of the stereoisomeric composition of the drugs in research and in quality control, and may be applicable to other similar agents whose chemistry and pharmacology are receiving considerable attention.