methyl (methyl 4-azido-5,7-O-benzylidene-3,4-dideoxy-D-arabino-heptulopyranosid)onate

Base Information

Chemical Name:methyl (methyl 4-azido-5,7-O-benzylidene-3,4-dideoxy-D-arabino-heptulopyranosid)onate
CAS No.:156726-65-7
Molecular Formula:C₁₆H₁₉N₃O₆
Molecular Weight:349.343
Hs Code.:

Synonyms:methyl (methyl 4-azido-5,7-O-benzylidene-3,4-dideoxy-D-arabino-heptulopyranosid)onate

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Chemical Property of methyl (methyl 4-azido-5,7-O-benzylidene-3,4-dideoxy-D-arabino-heptulopyranosid)onate

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Technology Process of methyl (methyl 4-azido-5,7-O-benzylidene-3,4-dideoxy-D-arabino-heptulopyranosid)onate

There total 7 articles about methyl (methyl 4-azido-5,7-O-benzylidene-3,4-dideoxy-D-arabino-heptulopyranosid)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:

: 2880-95-7,85549-51-5
methyl (methyl 3-deoxy-α-D-arabino-2-heptulopyranosid)onate

: 156726-65-7
methyl (methyl 4-azido-5,7-O-benzylidene-3,4-dideoxy-D-arabino-heptulopyranosid)onate

Guidance literature:: Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / dimethylformamide / 4 h / 72 °C / 35 Torr

2: 1.) (COCl)2, DMSO, Et₃N / 1.) CH₂Cl₂, -70 deg C, 45 min, 2.) CH₂Cl₂, from -70 to RT

3: 1.) NaBH₄, 2.) pyridine, 3.) NaN₃

With pyridine; sodium tetrahydroborate; sodium azide; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)84211-6

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 156726-65-7
methyl (methyl 4-azido-5,7-O-benzylidene-3,4-dideoxy-D-arabino-heptulopyranosid)onate

Guidance literature:: Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / dimethylformamide / 4 h / 72 °C / 35 Torr

2: 1.) (COCl)2, DMSO, Et₃N / 1.) CH₂Cl₂, -70 deg C, 45 min, 2.) CH₂Cl₂, from -70 to RT

3: 1.) NaBH₄, 2.) pyridine, 3.) NaN₃

With pyridine; sodium tetrahydroborate; sodium azide; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)84211-6

Reference yield:

: 156726-61-3
methyl (methyl 5,7-O-benzylidene-3-deoxy-D-arabino-heptulopyranosid)onate

: 156726-65-7
methyl (methyl 4-azido-5,7-O-benzylidene-3,4-dideoxy-D-arabino-heptulopyranosid)onate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) (COCl)2, DMSO, Et₃N / 1.) CH₂Cl₂, -70 deg C, 45 min, 2.) CH₂Cl₂, from -70 to RT

2: 1.) NaBH₄, 2.) pyridine, 3.) NaN₃

With pyridine; sodium tetrahydroborate; sodium azide; oxalyl dichloride; dimethyl sulfoxide; triethylamine;
DOI:10.1016/0008-6215(94)84211-6