methyl 2-azido-3,4-di-O-benzyl-2-deoxy-α-D-manno-hexodialdo-1,5-pyranoside

Base Information

• Chemical Name: methyl 2-azido-3,4-di-O-benzyl-2-deoxy-α-D-manno-hexodialdo-1,5-pyranoside
• CAS No.: 352654-93-4
• Molecular Formula: C₂₁H₂₃N₃O₅
• Molecular Weight: 397.431

Synonyms:methyl 2-azido-3,4-di-O-benzyl-2-deoxy-α-D-manno-hexodialdo-1,5-pyranoside

Chemical Property of methyl 2-azido-3,4-di-O-benzyl-2-deoxy-α-D-manno-hexodialdo-1,5-pyranoside

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Technology Process of methyl 2-azido-3,4-di-O-benzyl-2-deoxy-α-D-manno-hexodialdo-1,5-pyranoside

There total 1 articles about methyl 2-azido-3,4-di-O-benzyl-2-deoxy-α-D-manno-hexodialdo-1,5-pyranoside 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: 96.0%

methyl 2-azido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranoside → methyl 2-azido-3,4-di-O-benzyl-2-deoxy-α-D-manno-hexodialdo-1,5-pyranoside (352654-93-4)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.283333h;

DOI:10.1016/S0008-6215(01)00078-7

Reference yield: 60.0%

allyloxymethylmagnesium chloride (821-49-8) + methyl 2-azido-3,4-di-O-benzyl-2-deoxy-α-D-manno-hexodialdo-1,5-pyranoside (352654-93-4) → methyl 7-O-allyl-2-azido-3,4-di-O-benzyl-2-deoxy-DL-glycero-α-D-manno-heptopyranoside

Guidance literature:

In tetrahydrofuran; at -20 - 20 ℃; for 13.5h;

DOI:10.1016/S0008-6215(01)00078-7

Reference yield:

methyl 2-azido-3,4-di-O-benzyl-2-deoxy-α-D-manno-hexodialdo-1,5-pyranoside (352654-93-4) → methyl 6-O-acetyl-7-O-allyl-2-azido-3,4-di-O-benzyl-2-deoxy-L-glycero-α-D-manno-heptopyranoside

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / tetrahydrofuran / 13.5 h / -20 - 20 °C

2: DMAP / pyridine

With dmap; In tetrahydrofuran; pyridine;

DOI:10.1016/S0008-6215(01)00078-7

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