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

Uses

Boc-beta-t-butyl-d-alanine is a useful intermediate in the synthesis of peptides and other amino acids.

Chemical Properties

White powder

Upstream product

• 507264-54-2 N-tert-butoxycarbonyl-α-neopentylglycine 
• 2987-16-8 3,3-dimethylbutyrylaldehyde 
• 24424-99-5 di-tert-butyl dicarbonate 
• 886192-68-3 N₂-(tert-Butoxycarbonyl)-3-tert-butyl-D-alanine Methyl Ester 
• 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 
• 39168-28-0 (E)-2-cyano-4,4-dimethyl-pent-2-enoic acid 

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).