methyl 4,6-O-benzylidene-3-deoxy-3-(4-methylbenzamido)-2-O-p-toluoyl-β-D-talopyranoside

Base Information

Chemical Name:methyl 4,6-O-benzylidene-3-deoxy-3-(4-methylbenzamido)-2-O-p-toluoyl-β-D-talopyranoside
CAS No.:1346535-74-7
Molecular Formula:C₃₀H₃₁NO₇
Molecular Weight:517.579
Hs Code.:

Synonyms:methyl 4,6-O-benzylidene-3-deoxy-3-(4-methylbenzamido)-2-O-p-toluoyl-β-D-talopyranoside

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Chemical Property of methyl 4,6-O-benzylidene-3-deoxy-3-(4-methylbenzamido)-2-O-p-toluoyl-β-D-talopyranoside

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Technology Process of methyl 4,6-O-benzylidene-3-deoxy-3-(4-methylbenzamido)-2-O-p-toluoyl-β-D-talopyranoside

There total 6 articles about methyl 4,6-O-benzylidene-3-deoxy-3-(4-methylbenzamido)-2-O-p-toluoyl-β-D-talopyranoside 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:

: 1346535-60-1
methyl 4,6-O-benzylidene-2-O-p-toluoyl-β-D-idopyranoside

: 1346535-74-7
methyl 4,6-O-benzylidene-3-deoxy-3-(4-methylbenzamido)-2-O-p-toluoyl-β-D-talopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: Dess-Martin periodane / dichloromethane / 3 h / 20 °C

2: ammonium acetate; sodium cyanoborohydride; trimethyl orthoformate / tetrahydrofuran; methanol / 17 h / 20 °C / Inert atmosphere

3: pyridine / dichloromethane / 24 h / 20 °C / Inert atmosphere

With pyridine; ammonium acetate; sodium cyanoborohydride; Dess-Martin periodane; trimethyl orthoformate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2011.09.098

Reference yield:

: 1346535-63-4
methyl 4,6-O-benzylidene-2-O-p-toluoyl-lyxo-β-D-hexopyranosid-3-ulose

: 1346535-74-7
methyl 4,6-O-benzylidene-3-deoxy-3-(4-methylbenzamido)-2-O-p-toluoyl-β-D-talopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: ammonium acetate; sodium cyanoborohydride; trimethyl orthoformate / tetrahydrofuran; methanol / 17 h / 20 °C / Inert atmosphere

2: pyridine / dichloromethane / 24 h / 20 °C / Inert atmosphere

With pyridine; ammonium acetate; sodium cyanoborohydride; trimethyl orthoformate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2011.09.098

Reference yield:

: 2880-96-8,3150-15-0,3150-16-1,3257-59-8,14187-71-4,15384-57-3,19465-13-5,32976-15-1,52885-37-7,53270-02-3,53270-03-4,65391-11-9,65391-12-0,66537-92-6,67226-04-4,71184-14-0,86420-78-2,86420-79-3,91177-51-4,91177-52-5,117708-93-7,120408-72-2
methyl 2,3-anhydro-4,6-O-benzylidene-β-D-gulopyranoside

: 1346535-74-7
methyl 4,6-O-benzylidene-3-deoxy-3-(4-methylbenzamido)-2-O-p-toluoyl-β-D-talopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: water; potassium hydroxide / 0.5 h / 140 °C / Microwave irradiation

2: pyridine / 1 h / 0 °C

3: Dess-Martin periodane / dichloromethane / 3 h / 20 °C

4: ammonium acetate; sodium cyanoborohydride; trimethyl orthoformate / tetrahydrofuran; methanol / 17 h / 20 °C / Inert atmosphere

5: pyridine / dichloromethane / 24 h / 20 °C / Inert atmosphere

With pyridine; ammonium acetate; water; sodium cyanoborohydride; Dess-Martin periodane; potassium hydroxide; trimethyl orthoformate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2011.09.098