42918-89-8

Basic information

• Product Name: Z-D-NVA-OH
• Synonyms: RARECHEM AL CF 0967;N-ALPHA-CARBOBENZOXY-D-NORVALINE;N-ALPHA-CARBOBENZOXY-D-2-AMINO PENTANOIC ACID;N-ALPHA-CBZ-D-NORVALINE;Z-D-NHCH[CH3(CH2)2]-COOH;Z-D-NORVALINE;Z-D-NVA-OH;Z-D-APE(2)-OH
• CAS NO: 42918-89-8
• Molecular Formula: C₁₃H₁₇NO₄
• Molecular Weight: 251.28
• Mol File: 42918-89-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 89.5-90℃ (ethyl acetate ligroine )
• Boiling Point: 439.445 °C at 760 mmHg
• Flash Point: 219.568 °C
• Appearance: White/Powder
• Density: 1.185 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.533
• Storage Temp.: Store at 0-5°C
• PKA: 4.00±0.20(Predicted)
• CAS DataBase Reference: Z-D-NVA-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-D-NVA-OH(42918-89-8)
• EPA Substance Registry System: Z-D-NVA-OH(42918-89-8)

Safety Data

• Hazardous Substances Data: 42918-89-8(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C13H17NO4/c1-2-6-11(12(15)16)14-13(17)18-9-10-7-4-3-5-8-10/h3-5,7-8,11H,2,6,9H2,1H3,(H,14,17)(H,15,16)/t11-/m1/s1

Upstream product

• 866235-13-4 N-benzyloxycarbonyl-D-norvaline 2,2,2-trifluoroethyl ester 
• 127862-67-3 N-benzyloxycarbonyl-DL-norvaline 2,2,2-trifluoroethyl ester 
• 501-53-1 benzyl chloroformate 
• 2013-12-9 D-norvaline 
• 64-17-5 ethanol 
• 21691-43-0 (R,S)-2-(N-benzyloxycarbonylamino)pentanoic acid 

Downstream Products

• 1312306-54-9 (R)-N-benzyl 2-aminopentanamide 
• 1312306-52-7 (R)-N-benzyl 2-(N'-benzyloxycarbonylamino)pentanamide 
• 74086-21-8 [(S)-1-[(R)-1-({[(S)-2-(N'-Acetyl-hydrazino)-1-benzyl-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-butylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester 
• 73976-43-9 (R)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-pentanoic acid {[(S)-2-(N'-acetyl-hydrazino)-1-benzyl-2-oxo-ethylcarbamoyl]-methyl}-amide 
• 74086-20-7 [(R)-1-({[(S)-2-(N'-Acetyl-hydrazino)-1-benzyl-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-butyl]-carbamic acid benzyl ester 
• 74086-22-9 (R)-2-Amino-pentanoic acid {[(S)-2-(N'-acetyl-hydrazino)-1-benzyl-2-oxo-ethylcarbamoyl]-methyl}-amide 
• 354583-05-4 (R)-1-(benzofuran-2-yl)-2-benzyloxycarbonylamino-1-pentanone 
• 260550-89-8 R-(-)-1-(benzofuran-2-yl)-2-propylaminopentane 
• 277758-33-5 (1R)-N-{α-tert-butyl-N-{4-[N-((6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]benzoyl}-L-γ-glutamyl}-1-(5-tetrazolyl)butylamine 
• 277758-49-3 (1R)-N-[α-tert-butyl N-(benzyloxycarbonyl)amino-L-γ-glutamyl]-1-(5-tetrazolyl)butylamine 
• 277758-46-0 (1R)-N-(benzyloxycarbonyl)-1-(5-tetrazolyl)butylamine 
• 277758-40-4 (2R)-2-(benzyloxycarbonylamino)pentanamide 
• 277758-44-8 (2R)-2-(benzyloxycarbonylamino)pentanonitrile 
• 883559-71-5 benzyl (9S,8R,7R,6R,2Z,1R)-[10-benzyloxy-6,8-bis-(tert-butyl-dimethyl-silanyloxy)-7,9-dimethyl-1-propyl-dec-2-enyl]-carbamate 

Relevant articles and documents

Enantioselective inclusion of pyrene-1-sulfonate salts of α-amino acids with crystals of α-cyclodextrin

Enantioselective inclusion of α-amino acids with crystals of α-cyclodextrin (α-CD) has been achieved by converting the amino acids into sulfonate salts with pyrene-1-sulfonic acid (PyS). For example, crystals of α-CD selectively include L-leucine/PyS (1:1) salt in a host/guest ratio of ～1 with 92%ee from a solution of the racemic salt in ethanol/N-methylformamide (91:9) at 40 °C. Under conditions optimized for individual amino acids, the PyS salts of valine, phenylalanine, and methionine are also included with good enantioselectivities (up to 86%ee). Mechanistic studies for the inclusion of leucine/PyS salt reveals that the enantioselectivity originates from the difference in stability between the inclusion complexes of D- and L-leucine/PyS salts with α-CD in crystals.

Resolution of non-proteinogenic amino acids via microbial lipase-catalyzed enantioselective transesterification

A number of non-proteinogenic amino acids bearing aliphatic side chains were resolved with moderate to good enantioselectivities (E = 15-42) through the Burkholderia cepacia lipase-catalyzed enantioselective transesterification of the 2,2,2-trifluoroethyl esters of their N-benzyloxycarbonyl derivatives with methanol as a nucleophile in diisopropyl ether.

Enantioselective synthesis and absolute configuration of (-)-1-(benzofuran-2-yl)-2-propylaminopentane, ((-)-BPAP), a highly potent and selective catecholaminergic activity enhancer

Enantioselective synthesis and absolute configuration of (-)-1-(benzofuran-2-yl)-2-propylaminopentane ((-)-BPAP), which is a highly potent and selective catecholaminergic activity enhancer (CAE) substance, are described. The synthetic approach consists of the coupling reaction of benzofuran with (R)-N-tosyl-2-propylazirizine or (R)-N-methoxy-N-methylnorvaliamide, followed by appropriate modifications of the resulting coupling products. As the results, (-)-BPAP turned out to have the R configuration, which was finally confirmed by X-ray crystallographic analysis.