5(R)-(hydroxymethyl)-3-(3,5-difluoro-4-(2-(tertbutoxycarbonyl)[1,2,5]oxadiazepan-5-yl)phenyl)oxazolidin-2-one

Base Information

Chemical Name:5(R)-(hydroxymethyl)-3-(3,5-difluoro-4-(2-(tertbutoxycarbonyl)[1,2,5]oxadiazepan-5-yl)phenyl)oxazolidin-2-one
CAS No.:952151-43-8
Molecular Formula:C₁₉H₂₅F₂N₃O₆
Molecular Weight:429.421
Hs Code.:

Synonyms:5(R)-(hydroxymethyl)-3-(3,5-difluoro-4-(2-(tertbutoxycarbonyl)[1,2,5]oxadiazepan-5-yl)phenyl)oxazolidin-2-one

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Chemical Property of 5(R)-(hydroxymethyl)-3-(3,5-difluoro-4-(2-(tertbutoxycarbonyl)[1,2,5]oxadiazepan-5-yl)phenyl)oxazolidin-2-one

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Technology Process of 5(R)-(hydroxymethyl)-3-(3,5-difluoro-4-(2-(tertbutoxycarbonyl)[1,2,5]oxadiazepan-5-yl)phenyl)oxazolidin-2-one

There total 6 articles about 5(R)-(hydroxymethyl)-3-(3,5-difluoro-4-(2-(tertbutoxycarbonyl)[1,2,5]oxadiazepan-5-yl)phenyl)oxazolidin-2-one 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: 87.0%

: 952151-42-7
5-(4-benzyloxycarbonylamino-2,6-difluorophenyl)[1,2,5]oxadiazepane-2-carboxylic acid tert-butyl ester

: 60456-26-0
(R)-glycidyl butyrate

: 952151-43-8
5(R)-(hydroxymethyl)-3-(3,5-difluoro-4-(2-(tertbutoxycarbonyl)[1,2,5]oxadiazepan-5-yl)phenyl)oxazolidin-2-one

Guidance literature:: 5-(4-benzyloxycarbonylamino-2,6-difluorophenyl)[1,2,5]oxadiazepane-2-carboxylic acid tert-butyl ester; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

(R)-glycidyl butyrate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 19.1667h;

With potassium carbonate; In methanol; for 0.25h;

Reference yield:

: 952151-41-6
5-(2,6-difluoro-4-nitrophenyl)[1,2,5]oxadiazepane-2-carboxylic acid tert-butyl ester

: 952151-43-8
5(R)-(hydroxymethyl)-3-(3,5-difluoro-4-(2-(tertbutoxycarbonyl)[1,2,5]oxadiazepan-5-yl)phenyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 760.05 Torr

2.1: sodium carbonate / methanol / 0.5 h

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

3.2: 23.17 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; palladium 10% on activated carbon; hydrogen; sodium carbonate; In tetrahydrofuran; methanol; hexane;
DOI:10.1016/j.ejmech.2013.03.003

Reference yield:

: 36016-38-3
tert-Butyl N-hydroxycarbamate

: 952151-43-8
5(R)-(hydroxymethyl)-3-(3,5-difluoro-4-(2-(tertbutoxycarbonyl)[1,2,5]oxadiazepan-5-yl)phenyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 20 °C

1.2: 20 - 110 °C

2.1: hydrogen / palladium 10% on activated carbon / methanol / 6 h

3.1: potassium carbonate / acetonitrile / 15 h / Reflux

4.1: hydrogen / palladium 10% on activated carbon / methanol / 2 h

4.2: 15 h

5.1: n-butyllithium / tetrahydrofuran; hexane / 19.3 h / -78 - 20 °C / Inert atmosphere

5.2: 0.25 h

With n-butyllithium; hydrogen; sodium hydride; potassium carbonate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; acetonitrile;