O-methyl (S)-N-(3-(4-([1,2,5]oxadiazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate

Base Information

Chemical Name:O-methyl (S)-N-(3-(4-([1,2,5]oxadiazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate
CAS No.:952152-87-3
Molecular Formula:C₁₆H₂₀F₂N₄O₄S
Molecular Weight:402.422
Hs Code.:

Synonyms:O-methyl (S)-N-(3-(4-([1,2,5]oxadiazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate

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Chemical Property of O-methyl (S)-N-(3-(4-([1,2,5]oxadiazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate

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Technology Process of O-methyl (S)-N-(3-(4-([1,2,5]oxadiazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate

There total 11 articles about O-methyl (S)-N-(3-(4-([1,2,5]oxadiazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate 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: 76.0%

: 1443005-59-1
O-methyl (S)-N-(3-(4-(1-(tert-butoxycarbonyl)[1,2,5]oxadiazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate

: 952152-87-3
O-methyl (S)-N-(3-(4-([1,2,5]oxadiazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate

Guidance literature:: With trifluoroacetic acid; In chloroform; at 20 ℃; for 15h;
DOI:10.1016/j.ejmech.2013.03.003

Reference yield:

: 66684-58-0
3,4,5-trifluoronitrobenzene

: 952152-87-3
O-methyl (S)-N-(3-(4-([1,2,5]oxadiazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate

Guidance literature:: Multi-step reaction with 11 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / Reflux

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

3.1: sodium carbonate / methanol / 0.5 h

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

4.2: 23.17 h / -78 - 20 °C / Inert atmosphere

5.1: triethylamine / dichloromethane / 0.17 h / 0 - 20 °C

6.1: sodium azide / N,N-dimethyl-formamide / 4 h / 80 - 90 °C

7.1: triphenylphosphine / tetrahydrofuran; water / 2 h / Reflux

8.1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

9.1: tetrahydrofuran / 0.17 h / 20 °C

10.1: sodium hydride / mineral oil / 0.5 h / 0 °C

11.1: trifluoroacetic acid / chloroform / 15 h / 20 °C

With n-butyllithium; sodium azide; palladium 10% on activated carbon; hydrogen; sodium hydride; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1016/j.ejmech.2013.03.003

Reference yield:

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

: 952152-87-3
O-methyl (S)-N-(3-(4-([1,2,5]oxadiazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate

Guidance literature:: Multi-step reaction with 10 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

4.1: triethylamine / dichloromethane / 0.17 h / 0 - 20 °C

5.1: sodium azide / N,N-dimethyl-formamide / 4 h / 80 - 90 °C

6.1: triphenylphosphine / tetrahydrofuran; water / 2 h / Reflux

7.1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

8.1: tetrahydrofuran / 0.17 h / 20 °C

9.1: sodium hydride / mineral oil / 0.5 h / 0 °C

10.1: trifluoroacetic acid / chloroform / 15 h / 20 °C

With n-butyllithium; sodium azide; palladium 10% on activated carbon; hydrogen; sodium hydride; sodium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.ejmech.2013.03.003