176842-74-3

Basic information

• Product Name: N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester
• Synonyms: N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester
• CAS NO: 176842-74-3
• Molecular Weight: 570.686
• Mol File: 176842-74-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester(176842-74-3)
• EPA Substance Registry System: N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester(176842-74-3)

Safety Data

• Hazardous Substances Data: 176842-74-3(Hazardous Substances Data)

Upstream product

• 16652-71-4 benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride 
• 71989-33-8 Fmoc-Ser(tBu)-OH 

Downstream Products

• 143038-46-4 N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline 
• 176842-75-4 N-(9-fluorenylmethoxycarbonyl)-L-seryl-L-proline benzyl ester 

Relevant articles and documents

Syntheses of triglycosyl tetrapeptides and a hexaglycosyl tetrapeptide

A stereo-controlled synthesis of the model compound for the phytoalexin elicitor-active glycoprotein is described. Glycosylation of the trisaccharide, 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1 → 6)-2,3,4-tri-O-acetyl-α-D-mannopyranosyl-(1 → 6)-2,3,4-tri-O-acetyl-α-D-mannopyranosyl trichloroacetimidate (12), with N-(9-fluorenylmethoxycarbonyl)-L-seryl-L-proline benzyl ester (3) or N-(carbobenzoxy)-L-seryl-L-proline methyl ester (4) by use of BE3 · OEt2 gave the triglycosyl-seryl-proline derivatives. The N- as well as C-terminus of these triglycosyl dipeptides could be deblocked selectively to give compounds 14 and 16, which are versatile intermediates for the completion of model compound synthesis of glycopeptide. Triglycosyl tetrapeptides (18, 21) and hexaglycosyl tetrapeptide (23) have been prepared by the convergent block synthesis.