69871-79-0

Basic information

• Product Name: L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-, phenylmethyl ester
• CAS NO: 69871-79-0
• Molecular Formula: C22H27NO5
• Molecular Weight: 385.46
• Mol File: 69871-79-0.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-, phenylmethyl ester(69871-79-0)
• EPA Substance Registry System: L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-, phenylmethyl ester(69871-79-0)

Safety Data

• Hazardous Substances Data: 69871-79-0(Hazardous Substances Data)

Upstream product

• 3262-72-4 (S)-N-(tert-butoxycarbonyl)serine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 23680-31-1 BOC-O-benzyl-L-serine 
• 100-51-6 benzyl alcohol 
• 2016-04-8 N,N-dimethylformamide dibenzyl acetal 
• 100-39-0 benzyl bromide 

Downstream Products

• 1279028-21-5 (S)-benzyl 2-amino-3-(benzyloxy)propanoate hydrochloride 
• 246516-47-2 Boc-Arg(Nω-NO2)-Gly-Asp(OBn)-Ser(Bn)-OBn 
• 63024-02-2 Boc-Asp(OBzl)-Ser(Bzl)-OBzl 

Relevant articles and documents

SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF

Disclosed are compounds having potency in the modulation of NMDA receptor activity. Such compounds can be used in the treatment of conditions such as depression and related disorders as well as other disorders.

Simplified beta-glycosylation of peptides

A simple and effective activating system for S-phenyl thioglycosides, namely N-iodosuccinimide and catalytic copper(I) triflate, promotes beta-O-glycosylation at the serine and threonine hydroxyls of “mono-,” di-, and tripeptides. The same activator combination promotes carboxamide beta-N-glycosylation of asparagine-containing mono-, di, and tri-peptides, as well as a nucleoside carboxamide and a sulfonamide. An important feature of the copper(I) triflate method is that undesired amide O-glycosylation is largely circumvented. For both sets of biologically important acceptor sites (HO– and –CONH2), a beta-GlcNAc-equivalent donor is demonstrated to provide the linkages efficiently. Streamlined deprotection sequences have been developed based on global hydrogenolysis that lead smoothly to the parent glycopeptides. The core glycopeptide region for biological protein N-glycosylation, represented by N4-(β-N-acetyl-D-2-glucosaminyl)-Asp-Gly-Thr-OH, has been prepared in solution, purified, and characterized as the fully deprotected (mono)glycosylated tripeptide.

SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF

Disclosed are compounds having enhanced potency in the modulation of NMD A receptor activity. Such compounds are contemplated for use in the treatment of conditions such as depression and related disorders. Orally available formulations and other pharmaceutically acceptable delivery forms of the compounds, including intravenous formulations, are also disclosed.