112695-98-4

Basic information

• Product Name: BOC-BETA-TBU-D-ALA-OH
• Synonyms: Boc-b-tBu-D-Ala-OH;Boc-D-Neopentylgly-OH, Boc-g-Me-D-Leu-OH;N-[(1,1-Dimethylethoxy)carbonyl]-4-methyl-D-leucine;Boc-β-tert-butyl-D-alanine;(R)-2-tert-Butoxycarbonylamino-4,4-dimethylpentanoic acid;Boc-b-tert-butyl-D-alanine;Boc-D-neopentylglycine≥ 99% (TLC);Boc-D-β-tBuAla-OH
• CAS NO: 112695-98-4
• Molecular Formula: C₁₂H₂₃NO₄
• Molecular Weight: 245.32
• Mol File: 112695-98-4.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 364.4±25.0 °C(Predicted)
• Appearance: /
• Density: 1.048±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: Store at RT.
• PKA: 4.03±0.23(Predicted)
• CAS DataBase Reference: BOC-BETA-TBU-D-ALA-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-BETA-TBU-D-ALA-OH(112695-98-4)
• EPA Substance Registry System: BOC-BETA-TBU-D-ALA-OH(112695-98-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 112695-98-4(Hazardous Substances Data)

Usage

Description

BOC-BETA-TBU-D-ALA-OH, also known as Boc-beta-t-butyl-d-alanine, is a white powder chemical compound that serves as a crucial intermediate in the synthesis of peptides and other amino acids. Its unique structure and properties make it a valuable component in various chemical and pharmaceutical applications.

Uses

Used in Pharmaceutical Industry:
BOC-BETA-TBU-D-ALA-OH is used as a synthetic intermediate for the development of new pharmaceutical compounds, particularly in the creation of peptides and amino acids. Its role in the synthesis process is essential for producing a wide range of therapeutic agents.
Used in Chemical Industry:
In the chemical industry, BOC-BETA-TBU-D-ALA-OH is utilized as a building block for the synthesis of various complex organic molecules. Its versatility and reactivity contribute to the development of novel chemical products with potential applications in different sectors.
Used in Research and Development:
BOC-BETA-TBU-D-ALA-OH is also employed in research and development settings, where it is used to study the properties and behavior of peptides and amino acids. This knowledge can lead to the discovery of new compounds with specific functions and applications in various fields, including medicine, agriculture, and materials science.

Upstream product

• 886192-68-3 N₂-(tert-Butoxycarbonyl)-3-tert-butyl-D-alanine Methyl Ester 
• 507264-54-2 N-tert-butoxycarbonyl-α-neopentylglycine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 88319-43-1 (R)-2-amino-4,4-dimethylpentanoic acid 
• 154092-71-4 ((S)-1-hydroxymethyl-3,3-dimethyl-butyl)-carbamic acid tert-butyl ester 
• 57224-50-7 (S)-2-Amino-4,4-dimethyl-pentanoic acid 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 88319-39-5 2-carbamoyl-4,4-dimethylpentanoic acid 
• 479353-90-7 2-amino-4,4-dimethyl-pentanenitrile 
• 60122-72-7 4,4-Dimethyl-2(R)-aminopentanoic 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 

Downstream Products

• 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 
• 1215172-53-4 (S)-benzyl 1-((R)-2-(tert-butoxycarbonylamino)-4,4-dimethylpentanoyl)pyrrolidine-2-carboxylate 
• 1215172-24-9 tert-butyl (R)-1-((S)-2-(3-chlorobenzylcarbamoyl)pyrrolidin-1-yl)-4,4-dimethyl-1-oxopentan-2-ylcarbamate 
• 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 
• 949897-17-0 (S)-2-(5-[1,2]Dithiolan-3-yl-pentanoylamino)-4,4-dimethyl-pentanoic acid [(S)-1-(4-chloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethyl]-amide 

Relevant articles and documents

Solid-phase synthesis and opioid activities of [D-Ala2]Deltorphin II analogs

[D-Ala2]Deltorphin II (DL-II) analogs having various aliphatic amino acids at positions 5 and 6 were synthesized by a solid-phase method and their opioid activities on electrically induced guinea pig ileum (GPI) and mouse vas deferens (MVD) preparations were determined. During the synthesis of an analog, [tert-leucine(Tle)5,6]DL-II, we encountered difficulty in the coupling reaction between Tle5 and Tle6 with the usual diisopropylcarbodiimide (DIPCDI)-mediated tert-butoxycarbonyl (Boc) strategy, though the other analogs could be successfully synthesized. We found that the fluorenylmethoxycarbonyl (Fmoc)-Tle/DIPCDI/1-hydroxybenztriazole method was very useful for the synthesis of such a peptide having a sterically hindered sequence. Acid hydrolysis studies of the synthetic analogs suggested that the steric hindrance of consecutive aliphatic amino acid sequences depend upon the degree of branching at the β-carbon atom of the amino acids. In the MVD assay, two analogs, [Ala5,6] and [Tle5,6]DL-II showed remarkably low potencies while other analogs with Nva5,6, Nle5,6, Ile5,6, Leu5,6 and Mle5,6 substituted for Val5,6(DL-II) showed comparable or slightly lower potencies than DL-II. In the GPI assay, no remarkable changes in potency were observed between DL-II and this series of analogs. Conformational aspects of synthetic analogs were examined by comparing the circular dichroism spectra.

Preparation method of N-Boc-(R)-2-amino-4, 4-dimethylvaleric acid

Belonging to the field of organic synthesis, the invention discloses a preparation method of N-Boc-(R)-2-amino-4, 4-dimethylvaleric acid. The preparation method of N-Boc-(R)-2-amino-4, 4-dimethylvaleric acid includes a synthetic route shown as the specification. The preparation method of N-Boc-(R)-2-amino-4, 4-dimethylvaleric acid provided by the invention has the advantages of cheap and easily available raw materials, low cost, convenient process operation, safety and high product yield, is suitable for industrial production, and has broad application prospects.

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).