2-trimethylsilylethyl N-{(3R,5S)-5-[(1-isobutyl-3-methylbutyl)carbamoyl]-1-(2-nitrophenyl)sulfonyl-3-piperidyl}carbamate

Base Information

Chemical Name:2-trimethylsilylethyl N-{(3R,5S)-5-[(1-isobutyl-3-methylbutyl)carbamoyl]-1-(2-nitrophenyl)sulfonyl-3-piperidyl}carbamate
CAS No.:1448902-65-5
Molecular Formula:C₂₇H₄₆N₄O₇SSi
Molecular Weight:598.836
Hs Code.:

Synonyms:2-trimethylsilylethyl N-{(3R,5S)-5-[(1-isobutyl-3-methylbutyl)carbamoyl]-1-(2-nitrophenyl)sulfonyl-3-piperidyl}carbamate

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Chemical Property of 2-trimethylsilylethyl N-{(3R,5S)-5-[(1-isobutyl-3-methylbutyl)carbamoyl]-1-(2-nitrophenyl)sulfonyl-3-piperidyl}carbamate

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Technology Process of 2-trimethylsilylethyl N-{(3R,5S)-5-[(1-isobutyl-3-methylbutyl)carbamoyl]-1-(2-nitrophenyl)sulfonyl-3-piperidyl}carbamate

There total 5 articles about 2-trimethylsilylethyl N-{(3R,5S)-5-[(1-isobutyl-3-methylbutyl)carbamoyl]-1-(2-nitrophenyl)sulfonyl-3-piperidyl}carbamate 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:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: (3R,5S)-5-[(1-isobutyl-3-methylbutyl)carbamoyl]-1-(2-nitrophenyl)sulfonylpiperidine-3-carboxylic acid

: 1448902-65-5
2-trimethylsilylethyl N-{(3R,5S)-5-[(1-isobutyl-3-methylbutyl)carbamoyl]-1-(2-nitrophenyl)sulfonyl-3-piperidyl}carbamate

Guidance literature:: (3R,5S)-5-[(1-isobutyl-3-methylbutyl)carbamoyl]-1-(2-nitrophenyl)sulfonylpiperidine-3-carboxylic acid; With diphenylphosphoranyl azide; In toluene; at 90 ℃; for 2h;

2-(Trimethylsilyl)ethanol; In toluene; at 90 ℃; for 24h;
DOI:10.1016/j.bmc.2013.06.057

Reference yield:

: (3S,5R)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)piperidine-3-carboxylic acid

: 1448902-65-5
2-trimethylsilylethyl N-{(3R,5S)-5-[(1-isobutyl-3-methylbutyl)carbamoyl]-1-(2-nitrophenyl)sulfonyl-3-piperidyl}carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C / Cooling with ice

2.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C

3.1: triethylamine / dichloromethane / 18 h / 20 °C

4.1: sodium hydroxide / methanol / 1 h / 60 °C

5.1: diphenylphosphoranyl azide / toluene / 2 h / 90 °C

5.2: 24 h / 90 °C

With diphenylphosphoranyl azide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2013.06.057

Reference yield:

: 1448902-64-4
methyl (3R,5S)-5-[(1-isobutyl-3-methylbutyl)carbamoyl]-1-(2-nitrophenyl)sulfonylpiperidine-3-carboxylate

: 1448902-65-5
2-trimethylsilylethyl N-{(3R,5S)-5-[(1-isobutyl-3-methylbutyl)carbamoyl]-1-(2-nitrophenyl)sulfonyl-3-piperidyl}carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / methanol / 1 h / 60 °C

2.1: diphenylphosphoranyl azide / toluene / 2 h / 90 °C

2.2: 24 h / 90 °C

With diphenylphosphoranyl azide; sodium hydroxide; In methanol; toluene;
DOI:10.1016/j.bmc.2013.06.057