N-(6-{4-[adamant-1-yl-methoxymethyl]-1H-1,2,3-triazol-1-yl}hexyl)-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin

Base Information

Chemical Name:N-(6-{4-[adamant-1-yl-methoxymethyl]-1H-1,2,3-triazol-1-yl}hexyl)-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin
CAS No.:1325740-70-2
Molecular Formula:C₅₄H₆₈N₄O₅
Molecular Weight:853.158
Hs Code.:

Synonyms:N-(6-{4-[adamant-1-yl-methoxymethyl]-1H-1,2,3-triazol-1-yl}hexyl)-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin

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Chemical Property of N-(6-{4-[adamant-1-yl-methoxymethyl]-1H-1,2,3-triazol-1-yl}hexyl)-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin

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Technology Process of N-(6-{4-[adamant-1-yl-methoxymethyl]-1H-1,2,3-triazol-1-yl}hexyl)-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin

There total 5 articles about N-(6-{4-[adamant-1-yl-methoxymethyl]-1H-1,2,3-triazol-1-yl}hexyl)-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin 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: 93.0%

: 1246635-34-6
N-(6-azidohexyl)-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

: 547709-37-5
1-((prop-2-yn-1-yloxy)methyl)adamantane

: 1325740-70-2
N-(6-{4-[adamant-1-yl-methoxymethyl]-1H-1,2,3-triazol-1-yl}hexyl)-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin

Guidance literature:: With copper(II) sulfate; sodium L-ascorbate; In dichloromethane; water; at 20 ℃; for 18h; Sealed tube; Inert atmosphere;
DOI:10.1039/c1ob05119a

Reference yield:

: 4286-55-9
1-bromo-6-hexanol

: 1325740-70-2
N-(6-{4-[adamant-1-yl-methoxymethyl]-1H-1,2,3-triazol-1-yl}hexyl)-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin

Guidance literature:: Multi-step reaction with 4 steps

1: sodium azide / N,N-dimethyl-formamide / 24 h / 80 °C / Inert atmosphere

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3: potassium carbonate / acetonitrile / 12 h / 85 °C / Inert atmosphere

4: copper(II) sulfate; sodium L-ascorbate / dichloromethane; water / 18 h / 20 °C / Sealed tube; Inert atmosphere

With sodium azide; potassium carbonate; copper(II) sulfate; sodium L-ascorbate; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c1ob05119a

Reference yield:

: 146292-90-2
6-azidohexan-1-ol

: 1325740-70-2
N-(6-{4-[adamant-1-yl-methoxymethyl]-1H-1,2,3-triazol-1-yl}hexyl)-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: potassium carbonate / acetonitrile / 12 h / 85 °C / Inert atmosphere

3: copper(II) sulfate; sodium L-ascorbate / dichloromethane; water / 18 h / 20 °C / Sealed tube; Inert atmosphere

With potassium carbonate; copper(II) sulfate; sodium L-ascorbate; triethylamine; In dichloromethane; water; acetonitrile;
DOI:10.1039/c1ob05119a