methyl 3-trifluoroacetamido-4,6-O-benzylidene-3-deoxy-2-O-phenoxythiocarbonyl-α-L-talopyranoside

Base Information

Chemical Name:methyl 3-trifluoroacetamido-4,6-O-benzylidene-3-deoxy-2-O-phenoxythiocarbonyl-α-L-talopyranoside
CAS No.:143625-38-1
Molecular Formula:C₂₃H₂₂F₃NO₇S
Molecular Weight:513.491
Hs Code.:

Synonyms:methyl 3-trifluoroacetamido-4,6-O-benzylidene-3-deoxy-2-O-phenoxythiocarbonyl-α-L-talopyranoside

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Chemical Property of methyl 3-trifluoroacetamido-4,6-O-benzylidene-3-deoxy-2-O-phenoxythiocarbonyl-α-L-talopyranoside

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Technology Process of methyl 3-trifluoroacetamido-4,6-O-benzylidene-3-deoxy-2-O-phenoxythiocarbonyl-α-L-talopyranoside

There total 15 articles about methyl 3-trifluoroacetamido-4,6-O-benzylidene-3-deoxy-2-O-phenoxythiocarbonyl-α-L-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: 85.0%

: 143680-46-0
methyl 3-trifluoroacetamido-4,6-O-benzylidene-3-deoxy-α-L-talopyranoside

: 1005-56-7
phenylcarbonochloridothioate

: 143625-38-1
methyl 3-trifluoroacetamido-4,6-O-benzylidene-3-deoxy-2-O-phenoxythiocarbonyl-α-L-talopyranoside

Guidance literature:: With pyridine; at 0 - 20 ℃; for 19h;
DOI:10.1016/0040-4039(92)80015-C

Reference yield:

: 35085-25-7
3-azido-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose

: 143625-38-1
methyl 3-trifluoroacetamido-4,6-O-benzylidene-3-deoxy-2-O-phenoxythiocarbonyl-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine / 6.5 h / 0 - 20 °C

2.1: 13.41 g / pyridine / 16.5 h / 0 - 20 °C

3.1: 78 percent / dimethylformamide / 72 h / 120 °C

4.1: p-toluenesulfonic acid / CH₂Cl₂; methanol / 1.5 h / 20 °C

5.1: 0.94 g / sodium methoxide / methanol / 1 h / 20 °C

6.1: hydrochloric acid; water / 9 h / 75 °C

6.2: 63 percent / ZnCl₂ / 9.5 h / 20 °C

7.1: 95 percent / hydrogen / Pd/C / ethanol; triethylamine / 4 h / 20 °C / 760 Torr

8.1: 100 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

9.1: 85 percent / pyridine / 19.3 h / 0 - 20 °C

With pyridine; hydrogenchloride; water; hydrogen; sodium methylate; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; triethylamine; N,N-dimethyl-formamide; 1.1: Etherification / 2.1: mesylation / 3.1: Substitution / 4.1: dealkylation / 5.1: deacylation / 6.1: Hydrolysis / 6.2: ketalization / 7.1: Hydrogenation / 8.1: Acylation / 9.1: Esterification;
DOI:10.1080/07328309708006508

Reference yield:

: 21870-78-0
3-azido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

: 143625-38-1
methyl 3-trifluoroacetamido-4,6-O-benzylidene-3-deoxy-2-O-phenoxythiocarbonyl-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1.1: 98 percent / AcOH; H₂O / methanol / 17 h / 50 °C

2.1: pyridine / 6.5 h / 0 - 20 °C

3.1: 13.41 g / pyridine / 16.5 h / 0 - 20 °C

4.1: 78 percent / dimethylformamide / 72 h / 120 °C

5.1: p-toluenesulfonic acid / CH₂Cl₂; methanol / 1.5 h / 20 °C

6.1: 0.94 g / sodium methoxide / methanol / 1 h / 20 °C

7.1: hydrochloric acid; water / 9 h / 75 °C

7.2: 63 percent / ZnCl₂ / 9.5 h / 20 °C

8.1: 95 percent / hydrogen / Pd/C / ethanol; triethylamine / 4 h / 20 °C / 760 Torr

9.1: 100 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

10.1: 85 percent / pyridine / 19.3 h / 0 - 20 °C

With pyridine; hydrogenchloride; water; hydrogen; sodium methylate; toluene-4-sulfonic acid; acetic acid; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; triethylamine; N,N-dimethyl-formamide; 1.1: Hydrolysis / 2.1: Etherification / 3.1: mesylation / 4.1: Substitution / 5.1: dealkylation / 6.1: deacylation / 7.1: Hydrolysis / 7.2: ketalization / 8.1: Hydrogenation / 9.1: Acylation / 10.1: Esterification;
DOI:10.1080/07328309708006508