propargyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Base Information

Chemical Name:propargyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside
CAS No.:1380489-99-5
Molecular Formula:C₅₀H₅₀O₁₁
Molecular Weight:826.94
Hs Code.:

Synonyms:propargyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Chemical Property of propargyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Technology Process of propargyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

There total 3 articles about propargyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 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: 64.0%

: 1380489-98-4
propargyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 159407-17-7
phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 1380489-99-5
propargyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside; With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -60 ℃; Molecular sieve; Inert atmosphere;

propargyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside; In dichloromethane; at -78 ℃; Molecular sieve; Inert atmosphere;
DOI:10.1002/ejoc.201200041

Reference yield:

: 1380489-97-3
propargyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 1380489-99-5
propargyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium methylate / methanol / 2 h / 20 °C / Inert atmosphere

1.2: Dowex 50WX₈-100 (H⁺) / Inert atmosphere

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

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

With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; sodium methylate; 2,4,6-tri-tert-butylpyrimidine; In methanol; dichloromethane;
DOI:10.1002/ejoc.201200041

Reference yield:

: 158716-09-7
phenyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 1380489-99-5
propargyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -40 - 30 °C / Molecular sieve; Inert atmosphere

2.1: sodium methylate / methanol / 2 h / 20 °C / Inert atmosphere

2.2: Dowex 50WX₈-100 (H⁺) / Inert atmosphere

3.1: 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / -60 °C / Molecular sieve; Inert atmosphere

3.2: -78 °C / Molecular sieve; Inert atmosphere

With N-iodo-succinimide; 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; trimethylsilyl trifluoromethanesulfonate; sodium methylate; 2,4,6-tri-tert-butylpyrimidine; In methanol; dichloromethane;
DOI:10.1002/ejoc.201200041