phenyl 4-azido-4-deoxy-2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-fucopyranoside

Base Information

Chemical Name:phenyl 4-azido-4-deoxy-2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-fucopyranoside
CAS No.:912478-25-2
Molecular Formula:C₁₈H₂₅N₃O₅S
Molecular Weight:395.48
Hs Code.:

Synonyms:phenyl 4-azido-4-deoxy-2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-fucopyranoside

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Chemical Property of phenyl 4-azido-4-deoxy-2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-fucopyranoside

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Technology Process of phenyl 4-azido-4-deoxy-2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-fucopyranoside

There total 3 articles about phenyl 4-azido-4-deoxy-2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-fucopyranoside 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: 88.0%

: 912478-23-0
phenyl 2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-quinovopyranoside

: 912478-25-2
phenyl 4-azido-4-deoxy-2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-fucopyranoside

Guidance literature:: phenyl 2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-quinovopyranoside; With trifluoromethanesulfonic acid anhydride; In pyridine; dichloromethane; at -20 ℃; for 0.5h;

With lithium azide; In N,N-dimethyl-formamide; at 20 ℃; for 30h;
DOI:10.1021/ja064619y

Reference yield:

: 912478-19-4
phenyl 2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-fucopyranoside

: 912478-25-2
phenyl 4-azido-4-deoxy-2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoromethanesulfonic anhydride / CH₂Cl₂; pyridine / 0.5 h / -40 °C

1.2: 64 percent / toluene / 24 h / sonication

2.1: 87 percent / NaOMe / 0.5 h

3.1: trifluoromethanesulfonic anhydride / CH₂Cl₂; pyridine / 0.5 h / -20 °C

3.2: 88 percent / lithium azide / dimethylformamide / 30 h / 20 °C

With sodium methylate; trifluoromethanesulfonic acid anhydride; In pyridine; dichloromethane;
DOI:10.1021/ja064619y

Reference yield:

: 912478-21-8
phenyl 4-O-acetyl-2,3-O-(2’,3’-dimethoxy-2’,3’-dimethylbutane)-1-thio-β-L-quinovopyranoside

: 912478-25-2
phenyl 4-azido-4-deoxy-2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 87 percent / NaOMe / 0.5 h

2.1: trifluoromethanesulfonic anhydride / CH₂Cl₂; pyridine / 0.5 h / -20 °C

2.2: 88 percent / lithium azide / dimethylformamide / 30 h / 20 °C

With sodium methylate; trifluoromethanesulfonic acid anhydride; In pyridine; dichloromethane;
DOI:10.1021/ja064619y