96136-12-8

Usage

Uses

Used in Pharmaceutical Industry:
D-Alanine, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-N-[(phenylmethoxy)carbonyl]-, methyl ester is used as a building block for the development of novel pharmaceutical compounds due to its unique structural features and potential for chemical modification.
Used in Biochemistry Research:
In biochemistry, D-Alanine, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-N-[(phenylmethoxy)carbonyl]-, methyl ester serves as a research tool to study the interactions and functions of amino acids and their derivatives in various biological processes.
Used in Organic Synthesis:
D-Alanine, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-N-[(phenylmethoxy)carbonyl]-, methyl ester is utilized as an intermediate in the synthesis of complex organic molecules, taking advantage of its reactive functional groups for further chemical transformations.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 96192-93-7 3-amino-N-<(benzyloxy)carbonyl>-D-alanine methyl ester hydrochloride 
• 67-56-1 methanol 
• 159002-15-0 N^α-benzyloxycarbonyl-N^β-tert-butyloxycarbonyl-D-2,3-diaminopropionic acid 
• 62234-37-1 2-(R)-amino>-3-aminopropionic acid 

Downstream Products

• 363191-25-7 methyl N³-(tert-butyloxycarbonyl)-(R)-2,3-diaminopropinate 

Relevant academic research and scientific papers

Capped diaminopropionamide-glycine dipeptides are inhibitors of CC chemokine receptor 2 (CCR2)

A new series of CCR2 antagonists has been discovered that incorporates intramolecular hydrogen bonding as a strategy for rigidifying the scaffold. The structure-activity relationship was established through initial systematic modification of substitution pattern and chain length, followed by independent optimization of three different substituents (benzylamine, carboxamide, and benzamide). Several of the acyclic compounds display 10-30 nM binding affinity for CCR2. Moreover, these antagonists are able to block both MCP-1-induced Ca2+ flux and monocyte chemotaxis, and are selective for binding to CCR2 over CCR1 and CCR3.

Non-peptide GPIIb/IIIa inhibitors. 20. Centrally constrained thienothiophene α-sulfonamides are potent, long acting in vivo inhibitors of platelet aggregation

The synthesis and pharmacology of 4, a potent thienothiophene non- peptide fibrinogen receptor antagonist, are reported. Compound 4 inhibited the aggregation of human gel-filtered platelets with an IC50 of 8 nM and demonstrated an 8-fold improvement in affinity for isolated GPIIb/IIIa receptors over analogues possessing an isoindolinone backbone. Flow cytometry studies revealed that the binding of 4 to resting platelets is a diffusion- controlled process (k(on) = 3.3 x 106 M-1 s-1) and that 4 binds to dog and human platelets with comparable affinity (K(d) = 0.04 and 0.07 nM, respectively). Ex vivo platelet aggregation in dogs was completely inhibited by an iv dose of 5 mg/kg, and an oral dose of 50-90 mg/kg followed by low daily doses of 10 mg/kg was sufficient to maintain ~80% inhibition of ex vivo platelet aggregation over several days. Inhibition of ADP-induced platelet aggregation in anesthetized dogs at 77 ± 7% resulted in a moderate 2.5-fold increase in bleeding time, while complete inhibition (100%) resulted in an approximately 10-min bleeding time. Additional doses were required to increase the bleeding time to the maximum time allowed in the protocol (15 min), thus indicating a potentially useful and safe separation of efficacy and bleeding time.