methyl 4-azido-4,6-dideoxy-3-O-(4-methoxybenzyl)-2-O-methyl-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 4-azido-4,6-dideoxy-3-O-(4-methoxybenzyl)-2-O-methyl-α-D-mannopyranoside
• CAS No.: 172603-69-9
• Molecular Formula: C₁₆H₂₃N₃O₅
• Molecular Weight: 337.376

Synonyms:methyl 4-azido-4,6-dideoxy-3-O-(4-methoxybenzyl)-2-O-methyl-α-D-mannopyranoside

Chemical Property of methyl 4-azido-4,6-dideoxy-3-O-(4-methoxybenzyl)-2-O-methyl-α-D-mannopyranoside

Chemical Property:

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Technology Process of methyl 4-azido-4,6-dideoxy-3-O-(4-methoxybenzyl)-2-O-methyl-α-D-mannopyranoside

There total 3 articles about methyl 4-azido-4,6-dideoxy-3-O-(4-methoxybenzyl)-2-O-methyl-α-D-mannopyranoside 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: 89.0%

(2S,3S,4S,5R,6R)-4-(4-methoxybenzyloxy)-5-azidotetrahydro-2-methoxy-6-methyl-2H-pyran-3-ol (172603-68-8) + methyl iodide (74-88-4) → methyl 4-azido-4,6-dideoxy-3-O-(4-methoxybenzyl)-2-O-methyl-α-D-mannopyranoside (172603-69-9)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; for 3h; Ambient temperature;

DOI:10.1016/0008-6215(95)00147-L

Reference yield:

(2S,3S,4S,5S,6R)-5-azidotetrahydro-2-methoxy-6-methyl-2H-pyran-3,4-diol (20881-80-5) → methyl 4-azido-4,6-dideoxy-3-O-(4-methoxybenzyl)-2-O-methyl-α-D-mannopyranoside (172603-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 16 percent / 20percent aq. NaOH, tetrabutylammonium bromide / CH₂Cl₂ / 24 h

2: 89 percent / NaOH / dimethylsulfoxide / 3 h / Ambient temperature

With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; dimethyl sulfoxide;

DOI:10.1016/0008-6215(95)00147-L

Reference yield:

p-methoxybenzyl chloride (824-94-2) → methyl 4-azido-4,6-dideoxy-3-O-(4-methoxybenzyl)-2-O-methyl-α-D-mannopyranoside (172603-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 16 percent / 20percent aq. NaOH, tetrabutylammonium bromide / CH₂Cl₂ / 24 h

2: 89 percent / NaOH / dimethylsulfoxide / 3 h / Ambient temperature

With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; dimethyl sulfoxide;

DOI:10.1016/0008-6215(95)00147-L

upstream raw materials:

(2S,3S,4S,5R,6R)-4-(4-methoxybenzyloxy)-5-azidotetrahydro-2-methoxy-6-methyl-2H-pyran-3-ol

methyl iodide

(2S,3S,4S,5S,6R)-5-azidotetrahydro-2-methoxy-6-methyl-2H-pyran-3,4-diol

p-methoxybenzyl chloride

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