50730-85-3

Basic information

• Product Name: 3-hexylserine
• Synonyms: 3-hexylserine;2-Amino-3-hydroxy-nonanoic acid
• CAS NO: 50730-85-3
• Molecular Formula: C9H19NO3
• Molecular Weight: 189.26
• Mol File: 50730-85-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-hexylserine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hexylserine(50730-85-3)
• EPA Substance Registry System: 3-hexylserine(50730-85-3)

Safety Data

• Hazardous Substances Data: 50730-85-3(Hazardous Substances Data)

Upstream product

• 111-71-7 heptanal 
• 116637-05-9 acetylamino-malonic acid monomethyl ester 
• 32817-15-5 copper(II) glycinate 
• 2983-30-4 Ethyl-(1,2-diacetoxy-octyl)-ether 
• 151-50-8 potassium cyanide 
• 118965-99-4 2-Dibenzylamino-3-hydroxy-nonanoic acid 
• 94226-81-0 2-Dibenzylamino-3-oxo-nonanoic acid methyl ester 
• 94226-82-1 2-Dibenzylamino-3-oxo-nonanoic acid tert-butyl ester 
• 94226-65-0 2-Dibenzylamino-3-hydroxy-nonanoic acid methyl ester 
• 94226-67-2 2-Dibenzylamino-3-hydroxy-nonanoic acid tert-butyl ester 
• 2528-61-2 Heptanoic acid chloride 
• 119662-70-3 (2S^*,3S^*) 2-hydrazino-3-hydroxy-nonanoic acid 

Relevant articles and documents

ENANTIOSPECIFIC AND DIASTEREOSELECTIVE SYNTHESIS OF ANTI α-HYDRAZINO- AND α-AMINO-β-HYDROXYACIDS THROUGH "ELECTROPHILIC AMINATION" OF β-HYDROXYESTERS

β-Hydroxyesters 1a-d were transformed into corresponding dianions and condensed with di-t-butylazodicarboxylate to give anti protected α-hydrazino-β-hydroxyesters 2a-d with good diastereoselectivities (up to 94:6).Cleavage of protecting groups followed by ester hydrolysis gave the previously unknown anti α-hydrazino-β-hydroxyacids 4a-d, which were in turn converted by hydrogenolysis into anti α-amino-β-hydroxyacids 5a-d.Starting from (S) 1a, enantiomerically pure (2S,3S) allo-threonine 5a was obtained in good overall yields.On the contrary, reaction of silyl ketene acetal 10, derived from 1a, with a diazonium salt furnished predominantly the syn isomer, but in unsatisfactory yield.

Synthesis of aliphatic 2-amino-3-hydroxy acids and separation of their diastereoisomers with the aid of copper chelates.

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