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

Base Information

Chemical Name:methyl 2-N-methyl-(methylsulfonamido)-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:1398411-08-9
Molecular Formula:C₃₀H₃₇NO₇S
Molecular Weight:555.692
Hs Code.:

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

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

There total 7 articles about methyl 2-N-methyl-(methylsulfonamido)-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: 88.0%

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

: 124-63-0
methanesulfonyl chloride

: 1398411-08-9
methyl 2-N-methyl-(methylsulfonamido)-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside

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

Reference yield:

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

: 1398411-08-9
methyl 2-N-methyl-(methylsulfonamido)-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 / dichloromethane / 0 - 20 °C

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

Reference yield:

: 100-39-0
benzyl bromide

: 1398411-08-9
methyl 2-N-methyl-(methylsulfonamido)-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

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

2: dmap / tetrahydrofuran / 16 h / Reflux

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

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

5: triethylamine / dichloromethane / 0 - 20 °C

With methanol; dmap; lithium aluminium tetrahydride; sodium methylate; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c2ob26105g