2-azidoethyl O-(6-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-mannopyranoside

Base Information

Chemical Name:2-azidoethyl O-(6-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-mannopyranoside
CAS No.:1421193-33-0
Molecular Formula:C₄₅H₅₃N₃O₁₁
Molecular Weight:811.929
Hs Code.:

Synonyms:2-azidoethyl O-(6-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-mannopyranoside

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Chemical Property of 2-azidoethyl O-(6-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-mannopyranoside

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Technology Process of 2-azidoethyl O-(6-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-mannopyranoside

There total 3 articles about 2-azidoethyl O-(6-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-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:

: C₄₂H₄₉N₃O₁₁

: 77-76-9
2,2-dimethoxy-propane

: 1421193-33-0
2-azidoethyl O-(6-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-mannopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.3762/bjoc.8.230

Reference yield:

: 1380489-87-1
2-azidoethyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

: 1421193-33-0
2-azidoethyl O-(6-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / N,N-dimethyl-formamide / 1 h / 20 °C

2.1: triethylsilane; iodine / acetonitrile / 1 h / 0 °C

3.1: N-iodo-succinimide / dichloromethane / 1 h / -25 °C / Molecular sieve; Inert atmosphere

4.1: sodium methylate / methanol / 2 h / 20 °C

4.2: Dowex 50W X₈ (H⁺) resin

5.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 5 h / 20 °C

With triethylsilane; N-iodo-succinimide; iodine; sodium methylate; toluene-4-sulfonic acid; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.3762/bjoc.8.230

Reference yield:

: 100-39-0
benzyl bromide

: 1421193-33-0
2-azidoethyl O-(6-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / N,N-dimethyl-formamide / 1 h / 20 °C

2.1: triethylsilane; iodine / acetonitrile / 1 h / 0 °C

3.1: N-iodo-succinimide / dichloromethane / 1 h / -25 °C / Molecular sieve; Inert atmosphere

4.1: sodium methylate / methanol / 2 h / 20 °C

4.2: Dowex 50W X₈ (H⁺) resin

5.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 5 h / 20 °C

With triethylsilane; N-iodo-succinimide; iodine; sodium methylate; toluene-4-sulfonic acid; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.3762/bjoc.8.230