77215-54-4

Basic information

• Product Name: Boc-Dap-OtBu
• Synonyms: Boc-Dap-OtBu;Boc-Dap-OtBu Hydrochloride salt;L-Alanine, 3-aMino-N-[(1,1-diMethylethoxy)carbonyl]-, 1,1-diMethylethyl ester;3-Amino-N-Boc-L-alanine tert-butyl ester;tert-butyl (S)-3-amino-2-((tert-butoxycarbonyl)amino)propanoate;(S)-tert-Butyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate;Boc-Dap-OtBu Hydrochloride
• CAS NO: 77215-54-4
• Molecular Formula: C₁₂H₂₄N₂O₄
• Molecular Weight: 260.32996
• Mol File: 77215-54-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 369.0±37.0 °C(Predicted)
• Appearance: /
• Density: 1.055±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 10.78±0.46(Predicted)
• CAS DataBase Reference: Boc-Dap-OtBu(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-Dap-OtBu(77215-54-4)
• EPA Substance Registry System: Boc-Dap-OtBu(77215-54-4)

Safety Data

• Hazardous Substances Data: 77215-54-4(Hazardous Substances Data)

Usage

Description

Boc-Dap-OtBu is a chemical compound that consists of a Boc (tert-butyloxycarbonyl) protecting group, Dap (2,3-diaminopropionic acid) amino acid, and an OtBu (tert-butyl) protective group. It is widely used in the field of organic chemistry as a building block for the synthesis of peptides and related compounds. The Boc group acts as a protecting group for the amine group in the Dap amino acid, while the OtBu group protects the carboxylic acid group. Boc-Dap-OtBu is instrumental in introducing the Dap amino acid into peptide chains, playing a vital role in peptide synthesis and modification.

Uses

Used in Organic Chemistry:
Boc-Dap-OtBu is used as a building block for the synthesis of peptides and related compounds. Its protective groups, Boc and OtBu, ensure the selective protection of the amine and carboxylic acid groups, respectively, during the synthesis process.
Used in Peptide Synthesis:
Boc-Dap-OtBu is used as a key component in the synthesis of peptide chains. The introduction of the Dap amino acid into the peptide chain is facilitated by Boc-Dap-OtBu, which is crucial for the formation of specific peptide sequences.
Used in Pharmaceutical Industry:
Boc-Dap-OtBu is used as a precursor in the development of pharmaceutical compounds. Its role in peptide synthesis allows for the creation of novel drug candidates with potential therapeutic applications.
Used in Research and Development:
Boc-Dap-OtBu is utilized in research and development settings to explore new methods and techniques in peptide synthesis and modification. Its versatility as a building block enables scientists to investigate various peptide structures and their potential applications in medicine and other fields.

Upstream product

• 77225-89-9 tert-butyl 2-<(S)-(tert-butoxycarbonyl)amino>-3-<(carbobenzoxy)amino>propionate 
• 459871-14-8 tert-butyl(2S)-[(tert-butoxycarbonyl)amino]-3-phenylmethanesulfonyloxypropionate 
• 7536-55-2 N-tert-butyloxycarbonylasparagine 
• 77255-62-0 tert-butyl 3-N-carbobenzoxy-(S)-2,3-diaminopropionate 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 71630-31-4 N-(tert-butyloxycarbonyl)-L-serine tert-butyl ester 
• 76387-70-7 (S)-3-amino-2-tert-butoxycarbonylaminopropionic acid 
• 65710-57-8 3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine 
• 108492-14-4 tert-butyl (S)-3-azido-2-((tert-butoxycarbonyl)amino)propanoate 

Downstream Products

• 459871-11-5 N^α-(tert-butoxycarbonyl)-N^β-[3(S)-(4-amino-6-carboethoxy-5-methylpyrimidin-2-yl)-1-[(4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl]propion-3-yl]-(S)-β-aminoalanine tert-butyl ester 
• 459871-10-4 N^α-(tert-butoxycarbonyl)-N^β-[3(S)-(4-amino-6-carboethoxy-5-methylpyrimidin-2-yl)-1-[(4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl]-2-methylthiopropion-3-yl]-(S)-β-aminoalanine tert-butyl ester 
• 1179974-02-7 Boc-γ-Gla[-Glu(OBn)-OAll]-OtBu 
• 1333219-16-1 (2S)-3-{[(3-chloro-4-methyl-5-sulfophenyl)carbamoyl]amino}-2-(methylamino)propanoic acid 
• 918906-33-9 C₂₉H₄₄BrN₅O₁₀S 
• 1482-97-9 (S)-2,3-diaminopropanoic acid hydrochloride 

Relevant articles and documents

THERAPEUTIC COMPOUNDS AND METHODS

Disclosed herein are compounds of formula I: (I) or pharmaceutically acceptable salts thereof, wherein R1, R2, and R3 may any of the values defined herein, as well as compositions comprising such compounds. Also disclosed are methods for treating diseases including neurodegenerative disorders such as Parkinson's Disease and Alzheimer's Disease.

Design, synthesis and biological evaluation of glutathione peptidomimetics as components of anti-Parkinson prodrugs

Plethoras of CNS-active drugs fail to effect their pharmacologic response due to their in vivo inability to cross the blood-brain barrier (BBB). The classical prodrug approach to overcome this frailty involves lipophilic derivatives of the polar drug, but we herein report a novel approach by which endogenous transporters at BBB are exploited for brain drug delivery. The crucial role played by glutathione in pathogenesis of Parkinson's and the presence of its influx transporters at the basolateral membrane of BBB served as the basis for our anti-Parkinson prodrug design strategy. A metabolically stable analogue of glutathione is used as a carrier for delivery of dopamine and adamantamine. An account of successful syntheses of these prodrugs along with their transport characteristics and stability determination is discussed.

Total synthesis of deamido bleomycin A2, the major catabolite of the antitumor agent bleomycin

Metabolic inactivation of the antitumor antibiotic bleomycin is believed to be mediated exclusively via the action of bleomycin hydrolase, a cysteine proteinase that is widely distributed in nature. While the spectrum of antitumor activity exhibited by th