174872-58-3

Basic information

• Product Name: N-Boc-L-threonine-(O-benzyl) tert-butyl-ester
• Synonyms: N-Boc-L-threonine-(O-benzyl) tert-butyl-ester
• CAS NO: 174872-58-3
• Molecular Weight: 365.47
• Mol File: 174872-58-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-Boc-L-threonine-(O-benzyl) tert-butyl-ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-L-threonine-(O-benzyl) tert-butyl-ester(174872-58-3)
• EPA Substance Registry System: N-Boc-L-threonine-(O-benzyl) tert-butyl-ester(174872-58-3)

Safety Data

• Hazardous Substances Data: 174872-58-3(Hazardous Substances Data)

Upstream product

• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 
• 15260-10-3 N-Boc-O-benzyl-L-threonine 

Downstream Products

• 225663-08-1 O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-N-(tert-butyloxycarbonyl)-L-threonine tert-butyl ester 
• 225663-04-7 O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranosyl)-N-(tert-butyloxycarbonyl)-L-threonine tert-butyl ester 

Relevant articles and documents

A novel and efficient route towards α-GalNAc-Ser and α-GalNAc-Thr building blocks for glycopeptide synthesis

Michael addition of serine and threonine derivatives 4a-4c to 3,4,6-tri- O-benzyl-2-nitro-D-galactal (1) afforded the corresponding 2-deoxy-2-nitro- α-D-galactopyranosides 5a-5c in good yield and stereoselectivity. 2-deoxy-2- nitroglycosides 5a and 5b were reduced to the 2-acetamido compounds by platinized Raney nickel T4. Manipulation of the protecting groups afforded known N-Fmoc-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D- galactopyranosyl)-L-serine (8a) and -threonine (8b), valuable building blocks for O-glycopeptide synthesis.