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

Base Information

Chemical Name:O-methyl (S)-N-(3-(4-(1-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate
CAS No.:952151-87-0
Molecular Formula:C₂₁H₂₉F₂N₅O₅S
Molecular Weight:501.555
Hs Code.:

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

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

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

There total 14 articles about O-methyl (S)-N-(3-(4-(1-(tert-butoxycarbonyl)[1,2,5]triazepan-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: 98.0%

: 1443005-58-0
O-methyl (S)-N-(3-(4-(1-(tert-butoxycarbonyl)-2-(2,2,2-trichloroacetyl)[1,2,5]triazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)ethylthiocarbamate

: 952151-87-0
O-methyl (S)-N-(3-(4-(1-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate

Guidance literature:: With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 0 ℃; for 1h;
DOI:10.1016/j.ejmech.2013.03.003

Reference yield:

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

: 952151-87-0
O-methyl (S)-N-(3-(4-(1-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate

Guidance literature:: Multi-step reaction with 13 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: palladium 10% on activated carbon; hydrogen / methanol / 20 h / 20 °C / 760.05 Torr

6.1: triethylamine; trichloroacetic acid anhydride / tetrahydrofuran / 0.5 h / 0 - 20 °C

7.1: triethylamine / dichloromethane / 0.33 h / 0 - 20 °C

8.1: sodium azide / N,N-dimethyl-formamide / 16 h / 50 - 60 °C

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

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

11.1: tetrahydrofuran / 0.17 h / 20 °C

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

13.1: lithium hydroxide monohydrate / methanol; tetrahydrofuran; water / 1 h / 0 °C

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

Reference yield:

: 1443005-31-9
5-(2,6-difluoro-4-nitrophenyl)[1,2,5]triazepane-1-carboxylic acid tert-butyl ester

: 952151-87-0
O-methyl (S)-N-(3-(4-(1-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)-3,5-difluorophenyl)-2-oxooxazolidin-5-yl)methylthiocarbamate

Guidance literature:: Multi-step reaction with 12 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: palladium 10% on activated carbon; hydrogen / methanol / 20 h / 20 °C / 760.05 Torr

5.1: triethylamine; trichloroacetic acid anhydride / tetrahydrofuran / 0.5 h / 0 - 20 °C

6.1: triethylamine / dichloromethane / 0.33 h / 0 - 20 °C

7.1: sodium azide / N,N-dimethyl-formamide / 16 h / 50 - 60 °C

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

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

10.1: tetrahydrofuran / 0.17 h / 20 °C

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

12.1: lithium hydroxide monohydrate / methanol; tetrahydrofuran; water / 1 h / 0 °C

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