1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(thio-carbonylimidazol-1-yl)-β-D-glucopyranose

Base Information

Chemical Name:1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(thio-carbonylimidazol-1-yl)-β-D-glucopyranose
CAS No.:326495-54-9
Molecular Formula:C₁₇H₁₇N₅O₄S
Molecular Weight:387.419
Hs Code.:

Synonyms:1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(thio-carbonylimidazol-1-yl)-β-D-glucopyranose

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Chemical Property of 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(thio-carbonylimidazol-1-yl)-β-D-glucopyranose

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Technology Process of 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(thio-carbonylimidazol-1-yl)-β-D-glucopyranose

There total 1 articles about 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(thio-carbonylimidazol-1-yl)-β-D-glucopyranose 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: 79.0%

: 55682-57-0
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 326495-54-9
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(thio-carbonylimidazol-1-yl)-β-D-glucopyranose

Guidance literature:: In toluene; for 2.5h; Heating;
DOI:10.1016/j.carres.2004.02.026

Reference yield: 55.0%

: 326495-54-9
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(thio-carbonylimidazol-1-yl)-β-D-glucopyranose

: 326495-55-0
1,6-anhydro-2-azido-3-O-benzyl-2,4-dideoxy-β-D-xylo-hexopyranose

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 0.5h; Heating;
DOI:10.1016/j.carres.2004.02.026

Reference yield:

: 326495-54-9
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(thio-carbonylimidazol-1-yl)-β-D-glucopyranose

: 714957-26-3
1D-6-O-(2-azido-3,6-di-O-benzyl-2,4-dideoxy-α-D-xylo-hexopyranosyl)-2,3,4,5-tetra-O-benzyl-myo-inositol

Guidance literature:: Multi-step reaction with 8 steps

1: 55 percent / Bu₃SnH; AIBN / benzene / 0.5 h / Heating

2: 74 percent / TFA / 20 °C

3: 81 percent / Me₂NH / acetonitrile; tetrahydrofuran / 6 h / 20 °C

4: DAST / 1,2-dichloro-ethane / -30 °C

5: 35 percent / 1,1,3,3-tetramethylurea; AgClO₄ / Cp₂ZrCl₂ / diethyl ether

6: 97 percent / MeONa / methanol; tetrahydrofuran / 1.5 h / 20 °C

7: 67 percent / NaH / dimethylformamide / 2 h / 0 °C

8: 84 percent / TFA / CH₂Cl₂ / 1.5 h / 20 °C

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; silver perchlorate; sodium hydride; dimethyl amine; 4,4'-diaminostilbene-2,2'-disulfonic acid; trifluoroacetic acid; tetramethylurea; zirconocene dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/j.carres.2004.02.026