18917-56-1

Upstream product

• 87-86-5 Pentachlorophenol 
• 19728-63-3 N-benzyloxycarbonyl-L-treonine 

Downstream Products

• 77834-13-0 Z-Thr-Gln-Ala-OMe 
• 141630-65-1 N-benzyloxycarbonyl-threonyl-leucyl-prolyl-threonine 
• 85546-60-7 {(1S,2R)-1-[(S)-2-Carbamoyl-1-((1S,2R)-1-hydrazinocarbonyl-2-hydroxy-propylcarbamoyl)-ethylcarbamoyl]-2-hydroxy-propyl}-carbamic acid benzyl ester 
• 85546-62-9 {(2S,3R)-2-[(S)-2-((2S,3R)-2-Benzyloxycarbonylamino-3-hydroxy-butyrylamino)-3-carbamoyl-propionylamino]-3-hydroxy-butyrylamino}-acetic acid 
• 141630-64-0 N-benzyloxycarbonyl-threonyl-leucine pentafluorophenyl ester 
• 85546-59-4 (2S,3R)-2-[(S)-2-((2S,3R)-2-Benzyloxycarbonylamino-3-hydroxy-butyrylamino)-3-carbamoyl-propionylamino]-3-hydroxy-butyric acid methyl ester 
• 109333-59-7 N-benzyloxycarbonyl-L-threonyl-N^ε-benzyloxycarbonyl-L-lysyl-L-prolyl-N^ω-nitro-L-arginine 4-picolyl ester 
• 78432-02-7 Benzyloxycarbonylthreonyl(ε-tert-butoxycarbonyllysyl)prolylarginine 
• 77834-14-1 Z-Thr-Thr-Gln-Ala-OMe 
• 93806-76-9 (S)-((2S,3R)-2-Benzyloxycarbonylamino-3-hydroxy-butyrylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid 

Relevant academic research and scientific papers

Dichlorotris(dimethylamino)phosphorane as Dehydration Reagent for the Preparation of Activated (-ONp, -OPcp, -NSu)Esters of N-Protected Multifunctional Amino Acids

Dichlorotris(dimethylamino)phosphorane (5) is an excellent reagent for the preparation of the activated esters of N-protected amino acids 7-9.Besides 4-nitrophenyl-, pentachlorophenyl-, and N-hydroxysuccinimide esters of various N-protected amino acids, in the presence of HOBt benzyloxycarbonyl-threonine N-hydroxysuccinimide ester was obtained for the first time.

Lengthening of the peptide chain at the C-terminal end of a glycosylamino acid

An O-glycodipeptide was synthesized by lengthening the peptide chain on the C-terminal side of a glycosylamino acid unit. N-(Benzyloxycarbonyl)-3-O-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-L-threonine o-nitrophenyl ester and pentachlorophenyl ester were condensed with glycine benzyl ester to give both the same glycodipeptide, [N-(benzyloxycarbonyl)-3-O-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-L-threonyl]glycine benzyl ester (9). The two anomers, N-(benzyloxycarbonyl)-3-O-(2,3,4,6-tetra-O-acetyl-alpha- and beta-D-glucopyranosyl)-L-threonine pentachlorophenyl ester were also prepared. 1H-N.m.r. studies ascertained the structure and anomeric configuration expected.