79777-82-5

Basic information

• Product Name: BOC,TBU-BETA-ALA-OH
• Synonyms: N-(TERT-BUTYLOXYCARBONYL)-N-TERT-BUTYL-BETA-ALANINE;BOC,TBU-BETA-ALA-OH;N-(t-Butyloxycarbonyl)-N-t-butyl-beta-alanine;Boc-L-NptGly-OH;N-alpha-t-Butyloxycarbonyl-L-neopentylglycine, Boc-L-beta-tBu-Ala-OH;Boc-b-tBu-Ala-OH;Boc-Neopentylgly-OH, Boc-g-Me-Leu-OH;N-(tert-Butoxycarbonyl)-L-neopentylglycine
• CAS NO: 79777-82-5
• Molecular Formula: C₁₂H₂₃NO₄
• Molecular Weight: 245.32
• Mol File: 79777-82-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 364.4°C at 760 mmHg
• Flash Point: 174.2°C
• Appearance: /
• Density: 1.048±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 2.64E-06mmHg at 25°C
• Refractive Index: 1.463
• Storage Temp.: Store at RT.
• PKA: 4.03±0.23(Predicted)
• CAS DataBase Reference: BOC,TBU-BETA-ALA-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC,TBU-BETA-ALA-OH(79777-82-5)
• EPA Substance Registry System: BOC,TBU-BETA-ALA-OH(79777-82-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 79777-82-5(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

Uses

Boc-beta-t-butyl-l-alanine was a useful reagent in preparation of cell-penetrating peptide α-keto-amide calpain inhibitors as potential treatment for muscular dystrophy.

InChI:InChI=1/C12H23NO4/c1-11(2,3)7-8(9(14)15)13-10(16)17-12(4,5)6/h8H,7H2,1-6H3,(H,13,16)(H,14,15)/t8-/m0/s1

Upstream product

• 60122-72-7 4,4-Dimethyl-2(R)-aminopentanoic acid 
• 479353-90-7 2-amino-4,4-dimethyl-pentanenitrile 
• 24424-99-5 di-tert-butyl dicarbonate 
• 57224-50-7 (S)-2-Amino-4,4-dimethyl-pentanoic acid 
• 154092-71-4 ((S)-1-hydroxymethyl-3,3-dimethyl-butyl)-carbamic acid tert-butyl ester 
• 507264-54-2 N-tert-butoxycarbonyl-α-neopentylglycine 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 88319-39-5 2-carbamoyl-4,4-dimethylpentanoic acid 
• 88319-38-4 2-cyano-4,4-dimethylpentanoic acid 
• 7065-46-5 3,3-dimethylbutanoic acid chloride 
• 2987-16-8 3,3-dimethylbutyrylaldehyde 
• 39168-28-0 (E)-2-cyano-4,4-dimethyl-pent-2-enoic acid 
• 34619-03-9 tert-butyldicarbonate 
• 88319-40-8 N-formyl-L-neopentylglycine 

Downstream Products

• 140897-41-2 N^α-(tert-butyloxycarbonyl)-γ-methylleucine benzyl ester 
• 1228027-29-9 tert-butyl (S)-4,4-dimethyl-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-ylcarbamate 
• 1379661-35-4 (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(1-(dibutylamino)-4,4-dimethylpentan-2-yl)thiourea 
• 287210-82-6 (2S)-2-[[(tert-butoxy)carbonyl](methyl)amino]-4,4-dimethylpentanoic acid 
• 173326-37-9 N-cis-2,6-dimethylpiperidinocarbonyl-γ-methylleucyl-D-1-(methoxycarbonyl)tryptophanyl-D-norleucine 
• 158740-89-7 N-(cis-2,6-dimethylpiperidinocarbonyl)-γ-methylleucyl-D-1-(methoxycarbonyl)tryptophan benzyl ester 
• 142381-33-7 isocyanato-γ-methylleucine benzyl ester 
• 268565-29-3 N-tert-butoxycarbonylglycyl-(N⁶-benzyloxycarbonyllysyl)-γ-methylleucyl-(R)-3-undecyl-β-alanine methyl ester 

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.

Enantioselective Friedel-Crafts reactions between phenols and N-tosylaldimines catalyzed by a leucine-derived bifunctional catalyst

Enantioselective Friedel-Crafts reactions between phenols and N-tosylaldimines were developed using a bifunctional catalyst readily prepared from l-leucine. The chiral benzylic amine products were obtained in high yields (up to 96% yield) and good to high enantiomeric excesses (up to 95% ee).

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.