methyl (3-O-benzyl-2-deoxy-4,5-O-isopropylidene-β-D-arabino-hex-2-ulopyranosyl azide)onate

Base Information

Chemical Name:methyl (3-O-benzyl-2-deoxy-4,5-O-isopropylidene-β-D-arabino-hex-2-ulopyranosyl azide)onate
CAS No.:874460-59-0
Molecular Formula:C₁₇H₂₁N₃O₆
Molecular Weight:363.37
Hs Code.:

Synonyms:methyl (3-O-benzyl-2-deoxy-4,5-O-isopropylidene-β-D-arabino-hex-2-ulopyranosyl azide)onate

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Chemical Property of methyl (3-O-benzyl-2-deoxy-4,5-O-isopropylidene-β-D-arabino-hex-2-ulopyranosyl azide)onate

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Technology Process of methyl (3-O-benzyl-2-deoxy-4,5-O-isopropylidene-β-D-arabino-hex-2-ulopyranosyl azide)onate

There total 4 articles about methyl (3-O-benzyl-2-deoxy-4,5-O-isopropylidene-β-D-arabino-hex-2-ulopyranosyl azide)onate 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:

: 874460-57-8
2-azido-3-O-benzyl-1-dehydro-2-deoxy-4,5-O-isopropylidene-β-D-fructopyranose

: 874460-59-0
methyl (3-O-benzyl-2-deoxy-4,5-O-isopropylidene-β-D-arabino-hex-2-ulopyranosyl azide)onate

Guidance literature:: Multi-step reaction with 2 steps

1: NaClO₂; NaH₂PO₄*2H₂O; 2-methylbut-2-ene / 2-methyl-propan-2-ol; H₂O / 0 °C

2: 0.089 g / diethyl ether; methanol / 0.33 h / 0 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In methanol; diethyl ether; water; tert-butyl alcohol;
DOI:10.1016/j.tet.2005.09.128

Reference yield:

: 364635-35-8
((3aR,6R,7S,7aR)-6-Azido-7-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy)-trimethyl-silane

: 874460-59-0
methyl (3-O-benzyl-2-deoxy-4,5-O-isopropylidene-β-D-arabino-hex-2-ulopyranosyl azide)onate

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / tetrabutyl ammonium fluoride trihydrate / tetrahydrofuran / 2 h / 20 °C

2: 92 percent / oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂ / 0.08 h / -70 °C

3: NaClO₂; NaH₂PO₄*2H₂O; 2-methylbut-2-ene / 2-methyl-propan-2-ol; H₂O / 0 °C

4: 0.089 g / diethyl ether; methanol / 0.33 h / 0 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; tert-butyl alcohol; 2: Swern oxidation;
DOI:10.1016/j.tet.2005.09.128

Reference yield:

: 402589-09-7
2-azido-3-O-benzyl-2-deoxy-4,5-O-isopropylidene-β-D-fructopyranose

: 874460-59-0
methyl (3-O-benzyl-2-deoxy-4,5-O-isopropylidene-β-D-arabino-hex-2-ulopyranosyl azide)onate

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂ / 0.08 h / -70 °C

2: NaClO₂; NaH₂PO₄*2H₂O; 2-methylbut-2-ene / 2-methyl-propan-2-ol; H₂O / 0 °C

3: 0.089 g / diethyl ether; methanol / 0.33 h / 0 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In methanol; diethyl ether; dichloromethane; water; tert-butyl alcohol; 1: Swern oxidation;
DOI:10.1016/j.tet.2005.09.128