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ChemicalBook CAS DataBase List N-((2R,3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYL)-N-ISOBUTYL-4-NITROBENZENE-1-SULFONAMIDE HYDROCHLORIDE
244634-31-9

N-((2R,3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYL)-N-ISOBUTYL-4-NITROBENZENE-1-SULFONAMIDE HYDROCHLORIDE synthesis

2synthesis methods
tert-Butyl [(1S,2R)-1-benzyl-2-hydroxy-3-[isobutyl[(4-nitrophenyl)sulfonyl]amino]propyl]carbamate

191226-98-9
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N-((2R,3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYL)-N-ISOBUTYL-4-NITROBENZENE-1-SULFONAMIDE HYDROCHLORIDE

244634-31-9
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Yield:244634-31-9 330 g

Reaction Conditions:

with hydrogenchloride in ethanol;dichloromethane;water at 5 - 80; for 2 h;Solvent;

Steps:

1.c Preparation of (1S,2R)-3-[[4-(Nitrophenyl)sulfonyl](2-methylpropylamino)]-2-hydroxy-1-(phenyl methyl)propyl]-amine as its hydrochloride salt. (Amino nitro alcohol hydrochloride)

Methylene chloride solution of step (b) was concentrated at 30-45° C. under reduced pressure. To the concentrated mass, ethanol (2375 ml) and hydrochloric acid (35% w/w, 170 ml) was added and heated at 75-80° C. for 1 h. Thereafter the reaction mixture was cooled to 5-10° C. and stirred at this temperature for 1 h. The product obtained was filtered, washed with ethanol (440 ml) and dried at 45-55° C. under reduced pressure to obtain amino nitro alcohol hydrochloride. [0090] Yield: 330 g [0091] Chromatographic Purity (by HPLC): 99.92%

References:

US2015/141382,2015,A1 Location in patent:Paragraph 0089; 0090; 0091

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