N-benzyloxycarbonyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose

Base Information

• Chemical Name: N-benzyloxycarbonyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose
• CAS No.: 84730-21-2
• Molecular Formula: C₁₇H₂₁NO₆
• Molecular Weight: 335.357

Synonyms:N-benzyloxycarbonyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose

Chemical Property of N-benzyloxycarbonyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose

Chemical Property:

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Technology Process of N-benzyloxycarbonyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose

There total 22 articles about N-benzyloxycarbonyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose 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%

benzyl chloroformate (501-53-1,94274-21-2) + 3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose p-toluenesulphonate (114894-72-3) → N-benzyloxycarbonyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose (84730-21-2)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(01)86851-4

Reference yield: 90.0%

5-O-benzoyl-3,6-(benzyloxycarbonyl)imino-3,6-dideoxy-1,2-O-isopropylidene-β-L-idofuranose (84730-23-4) → N-benzyloxycarbonyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose (84730-21-2)

Guidance literature:

With sodium methylate; Ambient temperature;

DOI:10.1016/0008-6215(83)88284-6

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + 3,6-epimino-3,6-dideoxy-1,2-O-isopropylidene-α-D-glucofuranose (84730-20-1) → N-benzyloxycarbonyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose (84730-21-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; Yield given; 1.) 0 deg C, 1 h, 2.) room temperature, overnight;

upstream raw materials:

benzyl chloroformate

3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose p-toluenesulphonate

3,6-epimino-3,6-dideoxy-1,2-O-isopropylidene-α-D-glucofuranose

5-O-benzoyl-3,6-(benzyloxycarbonyl)imino-3,6-dideoxy-1,2-O-isopropylidene-β-L-idofuranose

Downstream raw materials:

N-benzyloxycarbonyl-5-O-benzyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose

N-benzyloxycarbonyl-3,6-dideoxy-3,6-imino-α-D-glucofuranose

C₂₀H₂₇NO₆

C₂₁H₂₃NO₅

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