Detail of "3689-55-2"

CAS Number:
3689-55-2
Name:
1,3-Propanediol,2-amino-1-(4-nitrophenyl)-, (1R,2R)-rel-
Molecular Structure:
Formula:
C9H12 N2 O4
Molecular Weight:
212.2026
Synonyms:
1,3-Propanediol,2-amino-1-(4-nitrophenyl)-, (R*,R*)-(?à)-; 1,3-Propanediol, 2-amino-1-(p-nitrophenyl)-,threo-(?à)- (8CI); (?à)-Threomine; 1,3-Propanediol,2-amino-1-(4-nitrophenyl)-, (R*,R*)-;DL-trans-1-p-Nitrophenyl-2-amino-1,3-propanediol;threo-2-Amino-1-(4-nitrophenyl)propane-1,3-diol
Density:
1.41g/cm³
Boiling Point:
451.9°Cat760mmHg
Flash Point:
227.1°C

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Recovery of threo-1-(p-nitrophenyl)-2-amino-1,3-propanediol and threo-1-(p-nitrophenyl)-2-dichloracetamido-1,3-propanediol: Recovery of threo-1-(p-nitrophenyl)-2-amino-1,3-propanediol and threo-1-(p-nitrophenyl)-2-dichloracetamido-1,3-propanediol. Spacek, Miroslav; Chromik, Jindrich; Nedbal, Jindrich; Hert, Miroslav (Czech. ). Czech. CS 209256 B 1 May 1983,2 pp. (Czech). (Czechoslovakia). CODEN: CZXXA9. CLASS: IC: C07C103-40. APPLICATION: CS 76-2653 22 Apr 1976. DOCUMENT TYPE: Patent CA Section: 26 (Biomolecules and Their Synthetic Analogs) threo-p-O2NC6H4CH(OH)CH(NH2)CH2OH (I) and threo-p-O2NC6H4CH(OH)CH(NHCOCHCl2)CH2OH (II) are intermediates in the prodn. of chloramphenicol. They are isolated from the alc. mother liquor after conversion of I to II and sepd. by ion exchange chromatog. Thus, II is adsorbed in a column of strongly basic ion exchanger in the OH- form, while unadsorbed I passes into the eluate and is trapped in a 2nd column of acid cation exchanger in the H+ form. It is desorbed with dil. HCl and recovered in 85% yield, based on the I content in mother liquor. II is desorbed from the basic ion exchanger with MeOH-AcOEt (1:1) with and recovered in 90% yield.Except for chemicals metioned above, 3689-55-2 and 2787-09-9 are also used. .

Recovery of unreacted threo-1-(p-nitrophenyl)-2-amino-1,3-propanediol: Recovery of unreacted threo-1-(p-nitrophenyl)-2-amino-1,3-propanediol. Spacek, Miroslav; Chromik, Jindrich; Nedbal, Jindrich; Hert, Miroslav (Czech. ). Czech. 3689-55-2 are also occured in this study. CS 209153 B 1 Feb 1983,3 pp. (Czech). (Czechoslovakia). CODEN: CZXXA9. CLASS: IC: C07C079-16. ICA: C07C103-40. APPLICATION: CS 76-2654 22 Apr 1976. DOCUMENT TYPE: Patent CA Section: 26 (Biomolecules and Their Synthetic Analogs) The title compd. (I) is recovered from the final step of chloramphenicol prodn. as follows. From the reaction mixt. after dichloroacetylation of I, yielding threo-p-O2NC6H4CH(OH)CH(NHCOCHCl2)CH2OH (II), the cryst. product is collected as usual. The mother liquor is heated at 65-97° with HCl to hydrolyze residual II. Resulting I is adsorbed in a column of strongly acid cation exchanger in the H+ form and later desorbed with dil. HCl. From the unadsorbed effluent, residues of unhydrolyzed II are trapped and hydrolyzed in a 2nd column of strongly basic anion exchanger in the OH- form to yield I which is then desorbed with dil. HCl as above. .