methyl 2-N-methyl-(2-benzylcarboxyamino)acetamido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2-N-methyl-(2-benzylcarboxyamino)acetamido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:1398410-97-3
Molecular Formula:C₃₉H₄₄N₂O₈
Molecular Weight:668.787
Hs Code.:

Synonyms:methyl 2-N-methyl-(2-benzylcarboxyamino)acetamido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of methyl 2-N-methyl-(2-benzylcarboxyamino)acetamido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of methyl 2-N-methyl-(2-benzylcarboxyamino)acetamido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside

There total 7 articles about methyl 2-N-methyl-(2-benzylcarboxyamino)acetamido-2-deoxy-3,4,6-tri-O-benzyl-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: 92.0%

: 1398410-90-6
methyl 2-methylamino-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside

: 1138-80-3
N-(Benzyloxycarbonyl)glycine

: 1398410-97-3
methyl 2-N-methyl-(2-benzylcarboxyamino)acetamido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; ethyl acetate; at 0 - 20 ℃;
DOI:10.1039/c2ob26105g

Reference yield:

: 10583-67-2,117153-62-5,10583-66-1
methyl 2-(N-acetylamino)-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside

: 1398410-97-3
methyl 2-N-methyl-(2-benzylcarboxyamino)acetamido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: dmap / tetrahydrofuran / 16 h / Reflux

2: methanol; sodium methylate / 4 h / 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / Cooling with ice; Reflux

4: triethylamine; dicyclohexyl-carbodiimide / dichloromethane; ethyl acetate / 0 - 20 °C

With methanol; dmap; lithium aluminium tetrahydride; sodium methylate; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1039/c2ob26105g

Reference yield:

: 14131-68-1
N-acetyl-D-glucosamine

: 1398410-97-3
methyl 2-N-methyl-(2-benzylcarboxyamino)acetamido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: acetic acid / water; N,N-dimethyl-formamide / 24 h / 37 °C

1.2: 0.58 h / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 16 h / 0 °C

3.1: dmap / tetrahydrofuran / 16 h / Reflux

4.1: methanol; sodium methylate / 4 h / 20 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / Cooling with ice; Reflux

6.1: triethylamine; dicyclohexyl-carbodiimide / dichloromethane; ethyl acetate / 0 - 20 °C

With methanol; dmap; lithium aluminium tetrahydride; sodium methylate; sodium hydride; acetic acid; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/c2ob26105g