45159-34-0

Basic information

• Product Name: BOC-BETA-CYANO-ALA-OH
• Synonyms: N-ALPHA-T-BUTOXYCARBONYL-3-CYANO-L-ALANINE;N-ALPHA-T-BUTOXYCARBONYL-BETA-CYANO-L-ALANINE;BOC-ALA(3-CN)-OH;BOC-BETA-CYANO-ALANINE;BOC-BETA-CYANO-ALA-OH;BOC-BETA-CYANO-L-ALANINE;BOC-BETA-CYANO-L-ALA-OH;BOC-ALA(BETA-CN)-OH
• CAS NO: 45159-34-0
• Molecular Formula: C₉H₁₄N₂O₄
• Molecular Weight: 214.22
• Mol File: 45159-34-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 80-81 °C
• Boiling Point: 408.6oC at 760 mmHg
• Flash Point: 200.9oC
• Appearance: /
• Density: 1.204g/cm3
• Vapor Pressure: 8.04E-08mmHg at 25°C
• Refractive Index: 1.479
• Storage Temp.: -15°C
• PKA: 3.06±0.10(Predicted)
• CAS DataBase Reference: BOC-BETA-CYANO-ALA-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-BETA-CYANO-ALA-OH(45159-34-0)
• EPA Substance Registry System: BOC-BETA-CYANO-ALA-OH(45159-34-0)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• HazardClass: IRRITANT
• Hazardous Substances Data: 45159-34-0(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

Boc-beta-cyano-l-alanine

InChI:InChI=1/C9H14N2O4/c1-9(2,3)15-8(14)11-6(4-5-10)7(12)13/h6H,4H2,1-3H3,(H,11,14)(H,12,13)/t6-/m0/s1

Upstream product

• 7536-55-2 N-tert-butyloxycarbonylasparagine 

Downstream Products

• 82215-22-3 Boc-L-β-cyanoalanine-3,4,5-trichlorophenyl ester 
• 174146-52-2 (R)-((S)-2-tert-Butoxycarbonylamino-3-cyano-propionylamino)-(3,5-dihydroxy-4-methoxy-phenyl)-acetic acid tert-butyl ester 
• 603137-45-7 C₂₈H₄₁N₇O₇S₂ 
• 190447-69-9 Nα-Boc-L-2,4-diaminobutyric acid tert-butyl ester hydrochloride 
• 126898-52-0 (S)-N-(tert-butoxycarbonyl)-N'-carbethoxy-3,3-diaminopropionitrile 
• 126898-53-1 (S)-N-(tert-butoxycarbonyl)-N'-carbobenzoxy-3,3-diaminopropionamide 
• 147091-70-1 methyl (S)-2-((t-butoxycarbonyl)amino)-3-cyanopropanoate 
• 1269406-91-8 1,1-dimethylethyl ((1S)-1-(cyanomethyl)-2-{[(3S)-1-(2-cyano-4-nitrophenyl)-3-pyrrolidinyl]amino}-2-oxoethyl)carbamate 
• 1425426-75-0 C₁₇H₂₁N₃O₅ 
• 335280-58-5 tert-butyl [(2S)-1-cyano-3-hydroxypropan-2-yl]carbamate 

Relevant articles and documents

IMIDAZOPYRIDINE DERIVATIVES AS PI3K INHIBITORS

New imidazopyridine derivatives having the chemical structure of formula (I) are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of Phosphoinositide 3-Kinases (PI3Ks).

Synthesis of the vancomycin CD and DE ring systems

Full details of the synthesis of the fully substituted vancomycin CD and DE ring systems are described and a potential solution to the control of the atropisomer stereochemistry is defined.

Synthesis, Biological Testing, and Stereochemical Assignment of an End Group Modified Retro-Inverso Bombesin C-Terminal Nonapeptide

The end group modified retro-inverso bombesin C-terminal nonapeptide 3 and its diastereomer 4 have been synthesized.The absolute configurations at the substituted malonamic acid residues in 3 and 4 were determined by chemical correlations with D- and L-2-aminobutyric acids of known absolute configuration.Thus, the absolute configuration at the substituted malonic acid residues in each diastereomer of 25a were determined by Raney nickel desulfurization followed by Hofmann degradation to give the dipeptide derivatives 30 and 31 having established absolute configurations.Hydrolysis of 25a then gave the diastereomeric acids 25b having defined stereochemistries.Coupling of the diastereomer of 25b having the R configuration at the substituted malonamic acid residue to the hexapeptide 27 then gave a stereochemically defined diastereomer of 19, which was converted to 20b.Deprotection of 20a and 20b gave 3 and 4, respectively.As shown by an assay that measures the increase in inositol phosphates in GH3 rat pituitary cells stimulated by bombesin-like peptides, the retro-inverso peptide 3, having an absolute configuration at the substituted malonic acid residue corresponding to that of the methionine residue in bombesin, was essentially inactive as an agonist, whereas peptide 4, having the opposite configuration at the substituted malonamic acid residue, had weak agonist activity when compared to that of bombesin.Neither 3 nor 4 had any bombesin antagonist activity.