4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1S(1,3/2,4)-6-azidomethyl-1,2,3-tri-O-benzyl-5-enecyclohexane-1,2,3,4-tetrol

Base Information

Chemical Name:4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1S(1,3/2,4)-6-azidomethyl-1,2,3-tri-O-benzyl-5-enecyclohexane-1,2,3,4-tetrol
CAS No.:157761-66-5
Molecular Formula:C₄₂H₄₇N₃O₁₃
Molecular Weight:801.847
Hs Code.:

Synonyms:4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1S(1,3/2,4)-6-azidomethyl-1,2,3-tri-O-benzyl-5-enecyclohexane-1,2,3,4-tetrol

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Chemical Property of 4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1S(1,3/2,4)-6-azidomethyl-1,2,3-tri-O-benzyl-5-enecyclohexane-1,2,3,4-tetrol

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Technology Process of 4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1S(1,3/2,4)-6-azidomethyl-1,2,3-tri-O-benzyl-5-enecyclohexane-1,2,3,4-tetrol

There total 1 articles about 4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1S(1,3/2,4)-6-azidomethyl-1,2,3-tri-O-benzyl-5-enecyclohexane-1,2,3,4-tetrol 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: 44.0%

: 157761-61-0
1S(1,3/2,4)-6-azidomethyl-1,2,3-tri-O-benzyl-5-enecyclohexane-1,2,3,4-tetrol

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: Acetic acid (1R,4R,5S,6S)-3-azidomethyl-4,5,6-tris-benzyloxy-cyclohex-2-enyl ester

: 157761-66-5
4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1S(1,3/2,4)-6-azidomethyl-1,2,3-tri-O-benzyl-5-enecyclohexane-1,2,3,4-tetrol

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1055/s-1997-1292

Reference yield:

: 157761-66-5
4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1S(1,3/2,4)-6-azidomethyl-1,2,3-tri-O-benzyl-5-enecyclohexane-1,2,3,4-tetrol

: Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((1R,4R,5S,6S)-3-aminomethyl-4,5,6-tris-benzyloxy-cyclohex-2-enyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether;
DOI:10.1016/S0040-4039(00)60726-8

Reference yield:

: 157761-66-5
4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1S(1,3/2,4)-6-azidomethyl-1,2,3-tri-O-benzyl-5-enecyclohexane-1,2,3,4-tetrol

: 4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1S(1,3/2,4)-6-azidoacetamidomethyl-1,2,3-tri-O-benzyl-5-enecyclohexane-1,2,3,4-tetrol

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

2: pyridine

With pyridine; lithium aluminium tetrahydride; In diethyl ether;
DOI:10.1055/s-1997-1292