86666-85-5

Basic information

• Product Name: Glycine, N-[N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl]-N-(phenylmethyl)-, ethyl ester
• CAS NO: 86666-85-5
• Molecular Formula: C19H28N2O5
• Molecular Weight: 364.442
• Mol File: 86666-85-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Glycine, N-[N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl]-N-(phenylmethyl)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, N-[N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl]-N-(phenylmethyl)-, ethyl ester(86666-85-5)
• EPA Substance Registry System: Glycine, N-[N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl]-N-(phenylmethyl)-, ethyl ester(86666-85-5)

Safety Data

• Hazardous Substances Data: 86666-85-5(Hazardous Substances Data)

Upstream product

• 15761-38-3 L-N-Boc-Ala 
• 6436-90-4 ethyl 2-(benzylamino)acetate 
• 100-52-7 benzaldehyde 
• 100-46-9 benzylamine 

Downstream Products

• 215534-68-2 2,8-dibenzyl-6-methyl-2,3-dihydro-8H-pyrazino[1,2-a]pyrazine-1,4,7-trione 
• 261729-76-4 (benzyl-{3-[benzyl-(2-tert-butoxycarbonylamino-propionyl)-amino]-2-oxo-propionyl}-amino)-acetic acid ethyl ester 
• 215534-65-9 (1-{benzyl-[3-cyano-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamoyl}-ethyl)-carbamic acid tert-butyl ester 
• 132871-12-6 (S)-3-Methyl-1-(phenylmethyl)piperazine 
• 132871-10-4 (3S)-1-benzyl-3-methylpiperazine-2,5-dione 
• 215534-63-7 N-[N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl]-N-(phenylmethyl)glycine 
• 761357-45-3 [((S)-2-Amino-propionyl)-benzyl-amino]-acetic acid ethyl ester 

Relevant articles and documents

Microwave-assisted synthesis of 2,5-piperazinediones under solvent-free conditions

A general, efficient and environmentally friendly procedure for the synthesis of 2,5-piperazinediones is described, involving the microwave irradiation of N-Boc dipeptide esters. Georg Thieme Verlag Stuttgart.

Exploring the structure-activity relationships of [1-(4-(4- tert-butyl-3'-hydroxy)benzhydryl-4-benzylpiperazine] (SL-3111), a high-affinity and selective δ-opioid receptor nonpeptide agonist ligand

SL-3111 [1-(4-tert-butyl-3'-hydroxy)benzhydryl-4- benzylpiperazine] is a de novo designed, high-affinity and selective nonpeptide peptidomimetic agonist of the δ-opioid receptor. In a previous report we had described the unique biological characteristics of this ligand and also a need for further structural evaluation. To pursue this, we have introduced a completely different heterocyclic template (2 and 3), which, based on molecular modeling studies, may present the required structural features to properly orient the pharmacophore groups. We also have made more subtle changes to the original piperazine scaffold (5 and 11). The biological activities of these compounds revealed an important participation of the scaffold in the ligand-receptor interaction. To further explore functional diversity on the scaffold, we have maintained the original piperazine ring and introduced four different functionalities at position 2 of the heterocyclic ring (15a-d; a = CH2-O-CH2-Ph; b = Me; c = CH2Ph; d = CH2OH). The biological activities observed for these compounds showed a very interesting trend in terms of the steric effects of the groups introduced at this position. A decrease of almost 2000-fold in affinity and potency at the δ- receptor was observed for 15c compared with 15b. This difference may be explained if we postulate that the bioactive conformation of these peptidomimetics is close to the minimal energy conformations calculated in our study. On the basis of these findings we have realized the importance of this position to further explore and simplify the structure of future generations of peptidomimetic ligands.