5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Base Information

Chemical Name:5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
CAS No.:1296782-03-0
Molecular Formula:C₅₄H₅₃N₃O₁₆
Molecular Weight:1000.03
Hs Code.:

Synonyms:5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

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Chemical Property of 5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

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Technology Process of 5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

There total 3 articles about 5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside 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: 74.0%

: 1296782-02-9
5-(methoxycarbonyl)pentyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

: 203435-09-0
2,3,4,6-tetra-O-benzoyl-α,b-D-galactopyranosyl trichloroacetimidate

: 1296782-03-0
5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - 0 ℃; for 1h; Molecular sieve;
DOI:10.1016/j.ejmech.2011.02.030

Reference yield:

: 5-(methoxycarbonyl)pentyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranoside

: 1296782-03-0
5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / methanol / 0.5 h

1.2: Amberlite IR 120 [H⁺]

2.1: camphor-10-sulfonic acid / acetonitrile / 3 h / 20 °C

3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -20 - 0 °C / Molecular sieve

With trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; In methanol; dichloromethane; acetonitrile; 1.1: Zemplen deacetylation;
DOI:10.1016/j.ejmech.2011.02.030

Reference yield:

: C₁₃H₂₃N₃O₇

: 1296782-03-0
5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: camphor-10-sulfonic acid / acetonitrile / 3 h / 20 °C

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -20 - 0 °C / Molecular sieve

With trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; In dichloromethane; acetonitrile;
DOI:10.1016/j.ejmech.2011.02.030