methyl 2,5-anhydro-2-azido-6-O-benzyl-3,4-O-isopropylidene-β-D-ribo-hexulofuranosonate

Base Information

Chemical Name:methyl 2,5-anhydro-2-azido-6-O-benzyl-3,4-O-isopropylidene-β-D-ribo-hexulofuranosonate
CAS No.:339540-28-2
Molecular Formula:C₁₇H₂₁N₃O₆
Molecular Weight:363.37
Hs Code.:

Synonyms:methyl 2,5-anhydro-2-azido-6-O-benzyl-3,4-O-isopropylidene-β-D-ribo-hexulofuranosonate

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Chemical Property of methyl 2,5-anhydro-2-azido-6-O-benzyl-3,4-O-isopropylidene-β-D-ribo-hexulofuranosonate

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of methyl 2,5-anhydro-2-azido-6-O-benzyl-3,4-O-isopropylidene-β-D-ribo-hexulofuranosonate

There total 5 articles about methyl 2,5-anhydro-2-azido-6-O-benzyl-3,4-O-isopropylidene-β-D-ribo-hexulofuranosonate 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: 95.0%

: 339540-27-1
methyl 2,5-anhydro-6-O-benzyl-2-chloro-2-deoxy-3,4-O-isopropylidene-α-D-ribo-hexofuranosonate

: 339540-28-2
methyl 2,5-anhydro-2-azido-6-O-benzyl-3,4-O-isopropylidene-β-D-ribo-hexulofuranosonate

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.1016/S0008-6215(02)00217-3

Reference yield:

: 30725-00-9
2,3-O-isopropylidene-D-ribonic-γ-lactone

: 339540-28-2
methyl 2,5-anhydro-2-azido-6-O-benzyl-3,4-O-isopropylidene-β-D-ribo-hexulofuranosonate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / NaH / dimethylformamide

2: 7.5 percent / P(NMe₂)3 / CH₂Cl₂

3: 54 percent / 4-chloroperoxybenzoic acid; hydroquinone / CH₂Cl₂ / 16 h / 20 °C

4: 95 percent / NaN₃ / dimethylformamide / 5 h / 20 °C

With sodium azide; p-chloroperbenzoic acid; sodium hydride; hydroquinone; Hexamethylphosphorous triamide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00217-3

Reference yield:

: 85846-80-6
5-O-benzyl-2,3-O-isopropylidene-D-ribono-1,4-lactone

: 339540-28-2
methyl 2,5-anhydro-2-azido-6-O-benzyl-3,4-O-isopropylidene-β-D-ribo-hexulofuranosonate

Guidance literature:: Multi-step reaction with 3 steps

1: 7.5 percent / P(NMe₂)3 / CH₂Cl₂

2: 54 percent / 4-chloroperoxybenzoic acid; hydroquinone / CH₂Cl₂ / 16 h / 20 °C

3: 95 percent / NaN₃ / dimethylformamide / 5 h / 20 °C

With sodium azide; p-chloroperbenzoic acid; hydroquinone; Hexamethylphosphorous triamide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00217-3