3-azidopropyl 2-O-acetyl-3,6-O-dibenzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:3-azidopropyl 2-O-acetyl-3,6-O-dibenzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside
CAS No.:476197-04-3
Molecular Formula:C₅₉H₆₅N₃O₁₂
Molecular Weight:1008.18
Hs Code.:

Synonyms:3-azidopropyl 2-O-acetyl-3,6-O-dibenzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-azidopropyl 2-O-acetyl-3,6-O-dibenzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Chemical Property:

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Technology Process of 3-azidopropyl 2-O-acetyl-3,6-O-dibenzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

There total 7 articles about 3-azidopropyl 2-O-acetyl-3,6-O-dibenzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-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:

: 125411-99-6
ethyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

: 476197-02-1
3-azidopropyl 2-O-acetyl-3,6-O-dibenzyl-β-D-galactopyranoside

: 3-azidopropyl 2-O-acetyl-3,6-O-dibenzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-β-D-galactopyranoside

: 476197-04-3
3-azidopropyl 2-O-acetyl-3,6-O-dibenzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In diethyl ether; dichloromethane; at -25 ℃; for 20h;
DOI:10.1021/ja020536f

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 476197-04-3
3-azidopropyl 2-O-acetyl-3,6-O-dibenzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 77.5 percent / p-toluenesulfonic acid / acetonitrile / 22 h / 20 °C

2: 95 percent / pyridine / 12 h / 20 °C

3: 77 percent / NaBH₃CN; MS 3A; HCl / tetrahydrofuran; diethyl ether / 2 h / 20 °C

4: TMSOTf; NIS; MS 4A / CH₂Cl₂; diethyl ether / 20 h / -25 °C

With pyridine; hydrogenchloride; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/ja020536f

Reference yield:

: 100-39-0
benzyl bromide

: 476197-04-3
3-azidopropyl 2-O-acetyl-3,6-O-dibenzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: Bu₂SnO / methanol / 2 h / Heating

1.2: 74 percent / Bu₄NI / toluene / 12 h / Heating

2.1: 77.5 percent / p-toluenesulfonic acid / acetonitrile / 22 h / 20 °C

3.1: 95 percent / pyridine / 12 h / 20 °C

4.1: 77 percent / NaBH₃CN; MS 3A; HCl / tetrahydrofuran; diethyl ether / 2 h / 20 °C

5.1: TMSOTf; NIS; MS 4A / CH₂Cl₂; diethyl ether / 20 h / -25 °C

With pyridine; hydrogenchloride; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; di(n-butyl)tin oxide; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/ja020536f