tri-O-benzyl-2-azido-2-deoxy-D-mannono-1,5-lactone

Base Information

Chemical Name:tri-O-benzyl-2-azido-2-deoxy-D-mannono-1,5-lactone
CAS No.:162284-48-2
Molecular Formula:C₂₇H₂₇N₃O₅
Molecular Weight:473.528
Hs Code.:

Synonyms:tri-O-benzyl-2-azido-2-deoxy-D-mannono-1,5-lactone

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Chemical Property of tri-O-benzyl-2-azido-2-deoxy-D-mannono-1,5-lactone

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Technology Process of tri-O-benzyl-2-azido-2-deoxy-D-mannono-1,5-lactone

There total 3 articles about tri-O-benzyl-2-azido-2-deoxy-D-mannono-1,5-lactone 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: 50.0%

: 79999-46-5,72605-77-7
(4R,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-one

: 162284-48-2
tri-O-benzyl-2-azido-2-deoxy-D-mannono-1,5-lactone

Guidance literature:: With 2,4,6-Triisopropylbenzenesulfonyl azide; potassium hexamethylsilazane; acetic acid; In tetrahydrofuran; at -90 - 20 ℃;
DOI:10.1021/jo005728c

Reference yield:

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 162284-48-2
tri-O-benzyl-2-azido-2-deoxy-D-mannono-1,5-lactone

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / conc. HCl / tetrahydrofuran; H₂O / Ambient temperature

2: 90 percent / pyridinium chlorochromate, molecular sieves 4 Angstroem / CH₂Cl₂ / 5 h / Ambient temperature

With hydrogenchloride; 4 A molecular sieve; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1039/c39950000221

Reference yield:

: 160549-11-1
3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranose

: 162284-48-2
tri-O-benzyl-2-azido-2-deoxy-D-mannono-1,5-lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / pyridinium chlorochromate, molecular sieves 4 Angstroem / CH₂Cl₂ / 5 h / Ambient temperature

With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane;
DOI:10.1039/c39950000221