methyl 2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-ribo-hexapyranoside-3-ulose

Base Information

Chemical Name:methyl 2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-ribo-hexapyranoside-3-ulose
CAS No.:1370586-85-8
Molecular Formula:C₂₃H₂₃NO₈
Molecular Weight:441.438
Hs Code.:

Synonyms:methyl 2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-ribo-hexapyranoside-3-ulose

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Chemical Property of methyl 2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-ribo-hexapyranoside-3-ulose

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Technology Process of methyl 2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-ribo-hexapyranoside-3-ulose

There total 3 articles about methyl 2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-ribo-hexapyranoside-3-ulose 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: 73.0%

: 98-88-4
benzoyl chloride

: 4288-74-8,52443-53-5,94902-83-7
methyl 2-N-acetylamido-4,6-O-benzylidene-2-deoxy-3-ulose-α-D-ribo-hexapyranoside

: 1370586-86-9
methyl 2-acetamido-6-O-benzoyl-2-deoxy-α-D-ribo-hexapyranoside-3-ulose

: 1370586-85-8
methyl 2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-ribo-hexapyranoside-3-ulose

Guidance literature:: methyl 2-N-acetylamido-4,6-O-benzylidene-2-deoxy-3-ulose-α-D-ribo-hexapyranoside; With iodine; In methanol; for 2h; Reflux;

benzoyl chloride; With pyridine; at 20 ℃; for 4h;
DOI:10.1002/adsc.201100735

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 1370586-85-8
methyl 2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-ribo-hexapyranoside-3-ulose

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 10 h / 60 °C / 150.01 Torr

2.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 17 h

3.1: iodine / methanol / 2 h / Reflux

3.2: 4 h / 20 °C

With iodine; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/adsc.201100735

Reference yield:

: 6082-04-8
methyl 2-acetylamido-2-deoxy-D-glucoside

: 1370586-86-9
methyl 2-acetamido-6-O-benzoyl-2-deoxy-α-D-ribo-hexapyranoside-3-ulose

: 1370586-85-8
methyl 2-acetamido-4,6-di-O-benzoyl-2-deoxy-α-D-ribo-hexapyranoside-3-ulose

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 10 h / 60 °C / 150.01 Torr

2.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 17 h

3.1: iodine / methanol / 2 h / Reflux

3.2: 4 h / 20 °C

With iodine; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/adsc.201100735