28044-77-1

Usage

Uses

Used in Organic Synthesis:
TERT-BUTOXYCARBONYLAMINO-P-TOLYL-ACETIC ACID is used as a building block for peptide synthesis, facilitating the construction of peptide chains. The Boc group, which is attached to the amino group, can be easily removed under mild conditions, revealing the free amine necessary for further chain elongation.
Used in Peptide Chemistry:
In Peptide Chemistry, TERT-BUTOXYCARBONYLAMINO-P-TOLYL-ACETIC ACID is used as a protected amino acid, allowing for the controlled formation of peptide bonds. The Boc protecting group plays a crucial role in preventing unwanted side reactions during the synthesis process.
Used in Coordination Chemistry as a Ligand:
TERT-BUTOXYCARBONYLAMINO-P-TOLYL-ACETIC ACID is utilized as a ligand, participating in the formation of coordination compounds. Its structural features enable it to bind with metal ions, contributing to the development of new materials and catalysts.
Used in Drug Research and Development as a Reagent:
In the pharmaceutical industry, TERT-BUTOXYCARBONYLAMINO-P-TOLYL-ACETIC ACID is employed as a reagent in drug discovery and development. Its unique chemical properties make it a valuable component in the synthesis of potential therapeutic agents, aiding researchers in their quest to create novel medications.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 13227-01-5 2-amino-2-(4-methylphenyl)acetic acid 
• 4248-19-5 tert-butyl carbazate 
• 124-38-9 carbon dioxide 
• 479423-27-3 tert-butyl (phenylsulfonyl(p-tolyl)methyl)carbamate 
• 104-87-0 4-methyl-benzaldehyde 
• 1358791-62-4 N-(tert-butoxycarbonyl)-α-(tributylstannyl)-4-methylbenzylamine 

Downstream Products

• 1273585-67-3 methyl 2-(tert-butoxycarbonylamino)-2-(4-methylphenyl)acetate 
• 1379514-49-4 (R)-quinuclidin-3-yl 2-benzamido-2-p-tolylacetate 
• 1379514-51-8 (3R)-3-(2-benzamido-2-p-tolylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane 2,2,2-trifluoroacetate 
• 1379513-63-9 (3R)-3-(2-(tert-butoxycarbonylamino)-2-p-tolylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide 
• 1379513-62-8 (R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-p-tolylacetate 
• 774225-33-1 N-Boc-amino-(4'-methylphenyl)acetonitrile 
• 955999-23-2 [(2H-tetrazol-5-yl)-p-tolyl-methyl]-carbamic acid tert-butyl ester 
• 956004-58-3 C-(2H-tetrazol-5-yl)-C-p-tolyl-methylamine 
• 955999-09-4 (carbamoyl-p-tolyl-methyl)-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Synthesis ofN-Boc-α-amino Acids from Carbon Dioxide by Electrochemical Carboxylation ofN-Boc-α-aminosulfones

Electrochemical reduction ofN-Boc-α-aminosulfones in DMF using an undivided cell equipped with a Pt plate cathode and an Mg rod anode under atmospheric pressure of bubbling carbon dioxide through the solution under constant current conditions resulted in a reductive C-S bond cleavage with elimination of benzenesulfinate ion generating the corresponding anion species followed by fixation of carbon dioxide to give the correspondingN-Boc-α-amino acids in moderate to good yields.

BRADYKININ RECEPTOR ANTAGONISTS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

The present invention relates to novel compounds, their use in the prevention or treatment of symptoms and disorders associated with the bradykinin B1 pathway and pharmaceutical compositions containing them.

GLYCINE DERIVATIVES AND THEIR USE AS MUSCARINIC RECEPTOR ANTAGONISTS

The present invention relates to alkaloid aminoester derivatives acting as muscarinic receptor antagonists, processes for their preparation, compositions comprising them and therapeutic uses thereof.

GLYCINE DERIVATIVES AND MEDICINAL COMPOSITIONS THEREOF

Alkaloid aminoester derivatives according to formula (I) and (VI) act as muscarinic receptor antagonists.

Synthesis of arylglycine and mandelic acid derivatives through carboxylations of α-amido and α-acetoxy stannanes with carbon dioxide

Incorporation reactions of carbon dioxide (CO2) with N-Boc-α-amido and α-acetoxy stannanes were developed using CsF as a mild tin activator. Monoprotected α-amido stannanes could be used, and the corresponding arylglycine derivatives were obtained in moderate-to-high yields under 1 MPa (10 atm) of CO2 pressure. α-Acetoxy stannanes also underwent carboxylation to afford mandelic acid derivatives in excellent yields under ambient CO2 pressure. Both transformations enabled the synthesis of α-tertiary and α-quaternary carboxylic acid derivatives. In addition, the chirality of (S)-N-tert-butylsulfonyl-α- amido stannanes was transferred with up to 90% inversion of configuration at 100 °C.

One-pot synthesis of α-amino acids from imines through CO2 incorporation: An alternative method for strecker synthesis

Itas a gas: A novel one-pot process for the synthesis of α-amino acids from imine equivalents using CO2 gas as a carbon source has been developed. This reaction was made possible by the reagent combination of TMSSnBu3 and CsF (see scheme). Three successive reactions (imine formation, stannylation, and carboxylation) proceeded in the same flask under these conditions to give products in up to 79 % yield. Boc=tert-butoxycarbonyl, TMS=trimethylsilyl.

Novel thiazolones as HCV NS5B polymerase allosteric inhibitors: Further designs, SAR, and X-ray complex structure

Structure-activity relationships (SAR) of 1 against HCV NS5B polymerase were described. SAR explorations and further structure-based design led to the identifications of 2 and 3 as novel HCV NS5B inhibitors. X-ray structure of 3 in complex with NS5B polymerase was obtained at a resolution of 2.2 A, and confirmed the design.