201677-20-5

Basic information

• Product Name: Z-BETA-TBU-D-ALA-OH DCHA
• Synonyms: N-ALPHA-CARBOBENZOXY-D-GAMMA-METHYL-LEUCINE DICYCLOHEXYLAMMONIUM SALT;N-ALPHA-CARBOBENZOXY-D-T-BUTYL-ALANINE DCHA;Z-D-NEOPENTYLGLYCINE DICYCLOHEXYLAMMONIUM SALT;Z-D-NEOPENTYLGLY-OH DCHA;Z-D-LEU(ME)-OH DCHA;Z-D-BETA-TBU-ALA-OH DCHA;Z-D-ALA(TBU)-OH DCHA;Z-BETA-TBU-D-ALANINE DCHA
• CAS NO: 201677-20-5
• Molecular Formula: C27H44N2O4
• Molecular Weight: 460.65
• Mol File: 201677-20-5.mol
• Article Data: 6

Chemical Properties

• Appearance: Oil
• Storage Temp.: -15°C
• CAS DataBase Reference: Z-BETA-TBU-D-ALA-OH DCHA(CAS DataBase Reference)
• NIST Chemistry Reference: Z-BETA-TBU-D-ALA-OH DCHA(201677-20-5)
• EPA Substance Registry System: Z-BETA-TBU-D-ALA-OH DCHA(201677-20-5)

Safety Data

• Hazardous Substances Data: 201677-20-5(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Upstream product

• 57224-50-7 L-neopentylglycine 
• 501-53-1 benzyl chloroformate 
• 39168-28-0 (E)-2-cyano-4,4-dimethyl-pent-2-enoic acid 
• 2987-16-8 3,3-dimethylbutyrylaldehyde 
• 7065-46-5 3,3-dimethylbutanoic acid chloride 
• 88319-38-4 2-cyano-4,4-dimethylpentanoic acid 
• 60122-72-7 4,4-Dimethyl-2(R)-aminopentanoic acid 
• 479353-90-7 2-amino-4,4-dimethyl-pentanenitrile 
• 88319-39-5 2-carbamoyl-4,4-dimethylpentanoic acid 
• 88319-40-8 N-formyl-L-neopentylglycine 
• 26054-60-4 ((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester 
• 594-19-4 tert.-butyl lithium 
• 57224-50-7 (S)-2-Amino-4,4-dimethyl-pentanoic acid 

Relevant articles and documents

Method for synthesizing chiral N-substituted-alpha-amino acid compound through chemical resolution

The invention belongs to the technical field of preparation of N-substituted-alpha-amino acid compounds, and particularly relates to a method for synthesizing a chiral N-substituted-alpha-amino acid compound through chemical resolution. The method comprises the following steps: mixing a racemate N-substituted-alpha-amino acid compound with phenylglycinol to form a salt, and adding an acid for neutralization to obtain a single-configuration chiral target product, wherein the N-substituted-alpha-amino acid compound is N-substituted-2-amino-4,4-dimethyl valeric acid, and an N-substituted amino protecting group is an alkoxycarbonyl group, an enoxycarbonyl group, an aryloxycarbonyl group or an alkylacyl group. According to the method, chiral phenylglycinol which is low in cost and stable in property is used as a resolution reagent, and N-substituted alpha-amyl amino acid can be well resolved; and R-configuration or S-configuration enantiomers are respectively obtained. The method is high inyield, good in purity, low in cost and suitable for industrial production.

Protease inhibitors

The present invention provides compounds of formula (I) which inhibit proteases, including cathepsin K, pharmaceutical compositions of such compounds, and methods for treating diseases of excessive bone loss or cartilage or matrix degradation, including osteoporosis; gingival disease including gingivitis and periodontitis; arthritis, more specifically, osteoarthritis and rheumatoid arthritis; Paget's disease; hypercalcemia or malignancy; and metabolic bone disease therewith.

PEPTIDES CONTAINING A NEOPENTYLGLYCINE RESIDUE

Neopentylglycine (III, 2-amino-4,4-dimethylpentanoic acid) was synthesized in both enantiomeric forms.Using the conventional methods of peptide synthesis, L-prolyl-L-neopentylglycylglycine amide (VII), the diastereomeric cyclodipeptides cyclo(L-neopentylglycyl-L-prolyl) (IXa) and cyclo(D-neopentylglycyl-L-prolyl) (IXb) and also N-acetyl-L-neopentylglycine methylamide (X) were prepared as models for further studies on physical properties and conformation of peptides.