N-Carbobenzyloxy-L-valine

N-Carbobenzyloxy-L-valine Basic information
Product Name:N-Carbobenzyloxy-L-valine
Synonyms:Z-VAL;Z-VALINE;Z-VAL-OH;N-Carbobenzyloxy-L-valine Cbz-L-Valine;CBZ-L-Valine (Z-Val-OH);Z-L-VALINE;Z-L-VAL-OH;N-Cbz-L-valine Z-Val-OH
CAS:1149-26-4
MF:C13H17NO4
MW:251.28
EINECS:214-562-1
Product Categories:Valine [Val, V];Z-Amino Acids and Derivatives;Amino Acids;Amino Acids (N-Protected);Biochemistry;Cbz-Amino Acids;Miscellaneous Biochemicals;chiral;PROTECTED AMINO ACID & PEPTIDES;Chiral Compounds;Cbz-Amino acid series
Mol File:1149-26-4.mol
N-Carbobenzyloxy-L-valine Structure
N-Carbobenzyloxy-L-valine Chemical Properties
Melting point 62-64 °C(lit.)
alpha -4 º (c=2,acetic acid)
Boiling point 394.43°C (rough estimate)
density 0,926g/cm
refractive index -4.3 ° (C=2, AcOH)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Acetic Acid, DMSO (Slightly), Ethanol (Slightly)
pka4.00±0.10(Predicted)
form Crystalline Powder
color White to off-white
optical activity[α]20/D 4.2±0.5°, c = 2 in chloroform
BRN 2056617
InChIInChI=1S/C13H17NO4/c1-9(2)11(12(15)16)14-13(17)18-8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3,(H,14,17)(H,15,16)/t11-/m0/s1
InChIKeyCANZBRDGRHNSGZ-NSHDSACASA-N
SMILESC(O)(=O)[C@H](C(C)C)NC(OCC1=CC=CC=C1)=O
CAS DataBase Reference1149-26-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 38-43-36/37/38-20/21/22
Safety Statements 36/37-36-26
WGK Germany 3
Hazard Note Irritant
HS Code 29242990
MSDS Information
ProviderLanguage
2-{[(Benzyloxy)carbonyl]amino}-3-methylbutanoic acid English
SigmaAldrich English
ACROS English
ALFA English
N-Carbobenzyloxy-L-valine Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
UsesImatinib intermediate
UsesValaciclovir intermediate
UsesN-Cbz-L-valine is an N-Cbz-protected form of L-Valine (V094205). L-Valine is an essential amino acid that is used as an ingredient in cosmetic formulations, pharmaceuticals, and animal feed products. L-valine is also important for growth and ammonia detoxification in humans.
Synthesis Reference(s)Synthesis, p. 738, 1985 DOI: 10.1055/s-1985-31329
N-Carbobenzyloxy-L-valine Preparation Products And Raw materials
Preparation ProductsH-VAL-VAL-OH-->tert-Butyl L-valinate-->tert-butyl (5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oate-->Z-VAL-OSU-->o-Ethoxycarbonylbenzenesulfonamide-->(αR)-α-[(3S)-3-(CarboxybenzylaMino)-4-Methyl-2-oxopentyl]-4-fluoro-benzenepropanoic Acid
Z-VAL-OSU Z-L-Valine NCA 1,1'-Carbonyldiimidazole Z-ILE-NCA N-Boc-L-valine Carbonyl iron powder Cbz-Cyclohexyl-L-glycine L-Valine PYRAZOPHOS Z-MEILE-OH ALTRENOGEST Cbz-N-methyl-L-valine 6-Aminocaproic acid Glycine NICKEL CARBONYL N-Carbobenzyloxy-L-valine N-CARBOBENZOXY-L-ISOLEUCINE DICYCLOHEXYLAMMONIUM SALT N-Cbz-L-Isoleucine

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