benzyl 2-acetamido-6-azido-2,6-dideoxy-3-O--α-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-acetamido-6-azido-2,6-dideoxy-3-O--α-D-glucopyranoside
CAS No.:77268-46-3
Molecular Formula:C₁₉H₂₆N₄O₇
Molecular Weight:422.438
Hs Code.:

benzyl 2-acetamido-6-azido-2,6-dideoxy-3-O-<D-1-(methoxycarbonyl)ethyl>-α-D-glucopyranoside

Synonyms:benzyl 2-acetamido-6-azido-2,6-dideoxy-3-O--α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl 2-acetamido-6-azido-2,6-dideoxy-3-O--α-D-glucopyranoside

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Technology Process of benzyl 2-acetamido-6-azido-2,6-dideoxy-3-O--α-D-glucopyranoside

There total 6 articles about benzyl 2-acetamido-6-azido-2,6-dideoxy-3-O--α-D-glucopyranoside 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: 82.0%

: 40269-09-8
benzyl 2-acetamido-2-deoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-α-D-glucopyranoside

: 77268-46-3
benzyl 2-acetamido-6-azido-2,6-dideoxy-3-O--α-D-glucopyranoside

Guidance literature:: benzyl 2-acetamido-2-deoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-α-D-glucopyranoside; With pyridine; methanesulfonyl chloride; In dichloromethane; at 0 ℃;

With sodium azide; In N,N-dimethyl-formamide; at 70 ℃;
DOI:10.1021/acschembio.7b00469

Reference yield: 73.0%

: 74221-00-4
benzyl 2-acetamido-2-deoxy-6-O-mesyl-3-O--α-D-glucopyranoside

: 77268-46-3
benzyl 2-acetamido-6-azido-2,6-dideoxy-3-O--α-D-glucopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 5h; Heating;
DOI:10.1016/S0008-6215(00)80688-6

Reference yield:

: 7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4
N-Acetyl-D-glucosamine

: 77268-46-3
benzyl 2-acetamido-6-azido-2,6-dideoxy-3-O--α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogenchloride / 70 °C

2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 60 °C

3.1: sodium hydride / N,N-dimethyl-formamide

4.1: IRA H+ resin / 60 °C

5.1: methanesulfonyl chloride; pyridine / dichloromethane / 0 °C

5.2: 70 °C

With pyridine; hydrogenchloride; sodium hydride; toluene-4-sulfonic acid; methanesulfonyl chloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acschembio.7b00469