3-azidopropyl-2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-α-L-gulopyranoside

Base Information

Chemical Name:3-azidopropyl-2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-α-L-gulopyranoside
CAS No.:1097178-62-5
Molecular Formula:C₃₁H₄₅N₃O₆Si
Molecular Weight:583.8
Hs Code.:

Synonyms:3-azidopropyl-2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-α-L-gulopyranoside

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Chemical Property of 3-azidopropyl-2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-α-L-gulopyranoside

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Technology Process of 3-azidopropyl-2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-α-L-gulopyranoside

There total 1 articles about 3-azidopropyl-2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-α-L-gulopyranoside 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:

: 72320-38-8
3-azidopropan-1-ol

: 1097178-39-6
phenyl-2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-1-thio-β-L-gulopyranoside

: 1097178-62-5
3-azidopropyl-2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-α-L-gulopyranoside

: 3-azidopropyl-2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-β-L-gulopyranoside

Guidance literature:: phenyl-2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-1-thio-β-L-gulopyranoside; With 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -70 ℃; Molecular sieve;

With trifluoromethylsulfonic anhydride; In dichloromethane; at -70 ℃; for 0.166667h;

3-azidopropan-1-ol; In dichloromethane; at -70 - 0 ℃; optical yield given as %de; diastereoselective reaction;
DOI:10.1002/chem.200800960

Reference yield: 81.0%

: 1097178-62-5
3-azidopropyl-2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-α-L-gulopyranoside

: 3-azidopropyl 2,3-O-benzyl-α-L-gulopyranoside

Guidance literature:: With pyridine; pyridine hydrogenfluoride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1002/ejoc.201600336

Reference yield:

: 1097178-62-5
3-azidopropyl-2,3-di-O-benzyl-4,6-O-di-tert-butylsilylidene-α-L-gulopyranoside

: 3-azidopropyl 6-O-allyl-2,3-O-benzyl-α-L-gulopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine hydrogenfluoride; pyridine / tetrahydrofuran / 0 - 20 °C

2: 2-Aminoethoxydiphenylborane; potassium carbonate; potassium iodide / acetonitrile / 24 h / 60 °C / Inert atmosphere

With pyridine; 2-Aminoethoxydiphenylborane; potassium carbonate; pyridine hydrogenfluoride; potassium iodide; In tetrahydrofuran; acetonitrile;
DOI:10.1002/ejoc.201600336