171815-94-4

Basic information

• Product Name: 2-Butanone, 3-[bis(phenylmethyl)amino]-1-chloro-4-phenyl-, (3S)-
• Synonyms: (S)-1-Chloro-3-dibenzylamino-4-phenyl-butan-2-one
• CAS NO: 171815-94-4
• Molecular Formula: C24H24ClNO
• Molecular Weight: 377.914
• Mol File: 171815-94-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 45.8 - 46.8 °C (water)
• Boiling Point: 495.5±45.0 °C(Predicted)
• Density: 1.159±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-Butanone, 3-[bis(phenylmethyl)amino]-1-chloro-4-phenyl-, (3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butanone, 3-[bis(phenylmethyl)amino]-1-chloro-4-phenyl-, (3S)-(171815-94-4)
• EPA Substance Registry System: 2-Butanone, 3-[bis(phenylmethyl)amino]-1-chloro-4-phenyl-, (3S)-(171815-94-4)

Safety Data

• Hazardous Substances Data: 171815-94-4(Hazardous Substances Data)

Upstream product

• 74-97-5 chlorobromomethane 
• 111138-83-1 N,N-dibenzyl-L-phenylalanine benzyl ester 
• 63-91-2 L-phenylalanine 
• 100-39-0 benzyl bromide 
• 3081-24-1 H-Phe-OEt 
• 593-71-5 Chloroiodomethane 
• 171815-91-1 N,N-dibenzyl phenylalanin ethyl ester 

Downstream Products

• 223727-88-6 (2S,3S)-N,N-dibenzyl-3-chloromethyl-3,4-epoxy-1-phenylbutan-2-amine 
• 934971-01-4 (2R,3S)-1-chloro-3-dibenzylamino-4-phenyl-2-butanol sulfuric acid salt 
• 934971-02-5 (2R,3S)-1-chloro-3-amino-4-phenyl-2-butanol sulfuric acid salt 
• 162536-40-5 (2R,3S)-1-Chloro-2-hydroxy-3-N-(tert-butoxycarbonyl)amino-4-phenylbutane 
• 1383618-05-0 (1R,3R,4S)-1-cyclohexyl-4-(dibenzylamino)-3-hydroxy-5-phenylpentyl cyclohexanecarboxylate 
• 1383617-95-5 (1S,3S,4S)-1-cyclohexyl-4-(dibenzylamino)-3-hydroxy-5-phenylpentyl cyclohexanecarboxylate 
• 1383618-04-9 (4S,6R,7S)-7-(dibenzylamino)-6-hydroxy-2-methyl-8-phenyloctan-4-yl methylbutanoate 
• 1383617-94-4 (4R,6S,7S)-7-(dibenzylamino)-6-hydroxy-2-methyl-8-phenyloctan-4-yl methylbutanoate 
• 1383618-03-8 (2S,3R,5S)-2-(dibenzylamino)-3-hydroxy-1-phenyldodecan-5-yl octanoate 
• 1383617-93-3 (2S,3S,5R)-2-(dibenzylamino)-3-hydroxy-1-phenyldodecan-5-yl octanoate 
• 223727-94-4 (S)-3-dibenzylamine-2-methylidene-4-phenylbutan-1-ol 
• 341524-36-5 (-)-(2S,1'S)-1-cyclohexyl-2[1'-(dibenzylamino)-2'-(phenyl)ethyl]aziridine 
• 341524-38-7 (-)-(2S,1'S)-1-benzyl-2-[1'-(dibenzylamino)-2'-(phenyl)ethyl]aziridine 
• 341524-27-4 (2S)-(Z)-N,N-dibenzyl-3-(benzylimino)-4-chloro-1-phenylbutan-2-amine 

Relevant articles and documents

A (2 R, 3 S) - 1 - chloro - 3 - tert-butoxy amide - 4 - phenyl - 2 - butanol preparation method

The invention provides a preparation method for (2R,3S)-1-chlorine-3-tert-butoxycarbonylamino-4-phenyl-2-butanol. The preparation method comprises the steps that L-phenylalanine is taken as raw materials, protected by adopting benzyl, esterified and then catalyzed through NMM to generate a mixed anhydride compound, the mixed anhydride compound reacts with diazomethane to generate diazoketone, a reduction reaction and palladium carbon reduction are performed, and finally the intermediate (2R,3S)-1-chlorine-3-tert-butoxycarbonylamino-4-phenyl-2-butanol is obtained. According to the preparation method, the low-cost benzyl is adopted to protect amidogen, the synthetic route is reasonable, the operation technology is simple, safe and high in yield, industrialization can be well achieved, and the production efficiency is improved.

Highly Diastereoselective Synthesis of Threo or Erythro Aminoalkyl Epoxides from α-Amino Acids

α-Chloro-α'-(dibenzylamino)methylketones 3 are synthesized in enantiomerically pure form starting from α-amino acids.Reduction of amino ketones 3 and further epoxidation affords threo aminoalkyl epoxides 6 with diastereoisomeric excess ranging between 94percent and 98percent.The synthesis of erythro amino epoxides 9 is also described by reaction of α-amino aldehydes 7 with in situ generated (halomethyl)lithium.Amino epoxides 9 were obtained with a diastereoisomeric excess ranging between 91percent and 98percent.