34042-00-7

Basic information

• Product Name: DL-BETA-HYDROXYNORVALINE
• Synonyms: DL-BETA-HYDROXYNORVALINE;DL-3-HYDROXYNORVALINE;2-AMINO-3-HYDROXYPENTANOIC ACID;3-HYDROXY-2-AMINOPENTANOIC ACID;ALPHA-AMINO-BETA-HYDROXYVALERIC ACID;3-Hydroxynorvaline;β-Hydroxynorvaline;DL-B-HYDROXYNORVALINE
• CAS NO: 34042-00-7
• Molecular Formula: C₅H₁₁NO₃
• Molecular Weight: 133.15
• Product Categories: Amino acids methyl、ethyl、t-butyl series
• Mol File: 34042-00-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 328.4 °C at 760 mmHg
• Flash Point: 152.4 °C
• Appearance: /
• Density: 1.237g/cm³
• Vapor Pressure: 1.42E-05mmHg at 25°C
• Refractive Index: 1.502
• Storage Temp.: −20°C
• Solubility: H2O: 0.1 g/mL, clear, colorless
• CAS DataBase Reference: DL-BETA-HYDROXYNORVALINE(CAS DataBase Reference)
• NIST Chemistry Reference: DL-BETA-HYDROXYNORVALINE(34042-00-7)
• EPA Substance Registry System: DL-BETA-HYDROXYNORVALINE(34042-00-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 34042-00-7(Hazardous Substances Data)

Usage

Purification Methods

Purify it by recrystallisation from aqueous EtOH. The Cu salt has m 255-256o (dec), the benzoyl derivative has m 181o, and the N-phenylcarbamoyl derivative has m 164o. [Buston et al. J Biol Chem 204 665 1953, Beilstein 4 IV 3220.]

InChI:InChI=1/C5H11NO3/c1-2-3(7)4(6)5(8)9/h3-4,7H,2,6H2,1H3,(H,8,9)/t3?,4-/m0/s1

Upstream product

• 77320-36-6 (+/-)-erythro-2-benzoylamino-3-hydroxy-valeric acid methyl ester 
• 13991-37-2 trans-2-pentenoic acid 
• 2280-42-4 2-amino-3-hydroxy-valeric acid 
• 1439368-22-5 ethyl 2-(tert-butoxycarbonylamino)-3-oxo-pentanoate 
• 32817-15-5 copper(II) glycinate 
• 123-38-6 propionaldehyde 
• 62772-39-8 erythro-(2S,3RS)-ethyl 2-amino-3-hydroxy-pentanoate 
• 1439368-21-4 (2SR)-ethyl 2-(dibenzylamino)-3-oxo-pentanoate 
• 51641-98-6 isocyanoacetamide 
• 4949-44-4 ethyl propanoylacetate 

Downstream Products

• 62772-39-8 erythro-(2S,3RS)-ethyl 2-amino-3-hydroxy-pentanoate 
• 62772-39-8 (+/-)-erythro-2-amino-3-hydroxy-valeric acid ethyl ester 
• 99092-43-0 2-Benzyloxycarbonylamino-3-hydroxy-pentanoic acid 

Relevant articles and documents

DISUBSTITUTED BETA-LACTONES AS INHIBITORS OF N-ACYLETHANOLAMINE ACID AMIDASE (NAAA)

The present invention provides compounds and pharmaceutical compositions for inhibiting N-acylethanolamine acid amidase (NAAA). Inhibition of NAAA is contemplated as a method to sustain the levels of palmitoylethanolamide (PEA) and oleylethanolamide (OEA), two substrates of NAAA, in conditions characterized by reduced concentrations of PEA and OEA. The invention also provides methods for treating inflammatory diseases and pain, and other disorders in which decreased levels of PEA and OEA are associated with the disorder.

Oprical resolution of β-Hydroxynorvaline

β-Hydroxy-DL-norvaline (HyNva) was successfully separated into its diastereoisomers by fractional crystallization from 2-propanol as p-toluenesulfonic acid (TsOH) salts.The two racemic diastereoisomers were resolved into four stereoisomers by Vogler's method, using diastereisomers of the N-benzyloxycarbonyl DL-amino acid and L-tyrosine hydrazide.

Synthetic alpha-amino-beta-hydroxyvaleric acids.

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