1-[2-((2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy))ethyl]-4-hydroxymethyl-1,2,3-triazole

Base Information

Chemical Name:1-[2-((2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy))ethyl]-4-hydroxymethyl-1,2,3-triazole
CAS No.:1380489-92-8
Molecular Formula:C₅₂H₅₅N₃O₁₂
Molecular Weight:914.022
Hs Code.:

1-[2-((2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy))ethyl]-4-hydroxymethyl-1,2,3-triazole

Synonyms:1-[2-((2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy))ethyl]-4-hydroxymethyl-1,2,3-triazole

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Chemical Property of 1-[2-((2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy))ethyl]-4-hydroxymethyl-1,2,3-triazole

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Technology Process of 1-[2-((2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy))ethyl]-4-hydroxymethyl-1,2,3-triazole

There total 4 articles about 1-[2-((2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy))ethyl]-4-hydroxymethyl-1,2,3-triazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 1380489-88-2
2-azidoethyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

: 107-19-7
propargyl alcohol

: 1380489-92-8
1-[2-((2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy))ethyl]-4-hydroxymethyl-1,2,3-triazole

Guidance literature:: With copper(II) sulfate; sodium L-ascorbate; In dichloromethane; water; tert-butyl alcohol; at 20 ℃; Inert atmosphere;
DOI:10.1002/ejoc.201200041

Reference yield:

: 1380489-87-1
2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

: 1380489-92-8
1-[2-((2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy))ethyl]-4-hydroxymethyl-1,2,3-triazole

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.5 h / -60 °C / Molecular sieve; Inert atmosphere

1.2: 2 h / -78 °C / Molecular sieve; Inert atmosphere

2.1: copper(II) sulfate; sodium L-ascorbate / dichloromethane; water; tert-butyl alcohol / 20 °C / Inert atmosphere

With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; copper(II) sulfate; sodium L-ascorbate; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1002/ejoc.201200041

Reference yield:

: 1380489-86-0
2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-mannopyranoside

: 1380489-92-8
1-[2-((2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-(3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyloxy))ethyl]-4-hydroxymethyl-1,2,3-triazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.5 h / -60 °C / Molecular sieve; Inert atmosphere

2.2: 2 h / -78 °C / Molecular sieve; Inert atmosphere

3.1: copper(II) sulfate; sodium L-ascorbate / dichloromethane; water; tert-butyl alcohol / 20 °C / Inert atmosphere

With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; water; copper(II) sulfate; sodium L-ascorbate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1002/ejoc.201200041