benzyl 2-acetamido-3-O-propargyl-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-acetamido-3-O-propargyl-6-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:1287768-33-5
Molecular Formula:C₂₅H₂₉NO₆
Molecular Weight:439.508
Hs Code.:

Synonyms:benzyl 2-acetamido-3-O-propargyl-6-O-benzyl-2-deoxy-β-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-3-O-propargyl-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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Technology Process of benzyl 2-acetamido-3-O-propargyl-6-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 10 articles about benzyl 2-acetamido-3-O-propargyl-6-O-benzyl-2-deoxy-β-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: 77.0%

: 1287768-32-4
benzyl 2-acetamido-3-O-propargyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 1287768-33-5
benzyl 2-acetamido-3-O-propargyl-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo200076z

Reference yield:

: 3055-51-4,3554-93-6,10380-86-6,13343-62-9,13343-67-4,19374-70-0,33423-30-2,33501-36-9,41355-95-7,86834-14-2,111003-11-3,347411-88-5
benzyl 2-deoxy-2-(N-acetylamino)-D-glucopyranoside

: 1287768-33-5
benzyl 2-acetamido-3-O-propargyl-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 20 °C

2: barium(II) hydroxide; barium(II) oxide / N,N-dimethyl-formamide / 0 - 20 °C

3: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 1 h / 0 °C

With triethylsilane; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; barium(II) hydroxide; barium(II) oxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo200076z

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

: 1287768-33-5
benzyl 2-acetamido-3-O-propargyl-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / N,N-dimethyl-formamide / 4 h / 20 °C

2: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C

3: barium(II) hydroxide; barium(II) oxide / N,N-dimethyl-formamide / 0 - 20 °C

4: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 1 h / 0 °C

With triethylsilane; boron trifluoride diethyl etherate; sodium hydride; toluene-4-sulfonic acid; barium(II) hydroxide; barium(II) oxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo200076z