1,1-dimethylethyl (3R)-3-{[5-(4-bromophenyl)-1H-tetrazol-1-yl]methyl}-1-pyrrolidinecarboxylate

Base Information

Chemical Name:1,1-dimethylethyl (3R)-3-{[5-(4-bromophenyl)-1H-tetrazol-1-yl]methyl}-1-pyrrolidinecarboxylate
CAS No.:1366767-72-7
Molecular Formula:C₁₇H₂₂BrN₅O₂
Molecular Weight:408.298
Hs Code.:

Synonyms:1,1-dimethylethyl (3R)-3-{[5-(4-bromophenyl)-1H-tetrazol-1-yl]methyl}-1-pyrrolidinecarboxylate

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Chemical Property of 1,1-dimethylethyl (3R)-3-{[5-(4-bromophenyl)-1H-tetrazol-1-yl]methyl}-1-pyrrolidinecarboxylate

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Technology Process of 1,1-dimethylethyl (3R)-3-{[5-(4-bromophenyl)-1H-tetrazol-1-yl]methyl}-1-pyrrolidinecarboxylate

There total 6 articles about 1,1-dimethylethyl (3R)-3-{[5-(4-bromophenyl)-1H-tetrazol-1-yl]methyl}-1-pyrrolidinecarboxylate 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: 51.9%

: 1366767-71-6
1,1-dimethylethyl (3S)-3-({[(4-bromophenyl)carbonyl]amino}methyl)-1-pyrrolidinecarboxylate

: 1366767-72-7
1,1-dimethylethyl (3R)-3-{[5-(4-bromophenyl)-1H-tetrazol-1-yl]methyl}-1-pyrrolidinecarboxylate

Guidance literature:: With trimethylsilylazide; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 25 ℃;

Reference yield:

: 586-76-5
4-Bromobenzoic acid

: 1366767-72-7
1,1-dimethylethyl (3R)-3-{[5-(4-bromophenyl)-1H-tetrazol-1-yl]methyl}-1-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 2 h / 25 °C

1.2: 20 °C / Cooling with ice

2.1: trimethylsilylazide; triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 25 °C

With oxalyl dichloride; trimethylsilylazide; di-isopropyl azodicarboxylate; N,N-dimethyl-formamide; triphenylphosphine; In tetrahydrofuran; dichloromethane;

Reference yield:

: 101469-92-5,83220-73-9
(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1366767-72-7
1,1-dimethylethyl (3R)-3-{[5-(4-bromophenyl)-1H-tetrazol-1-yl]methyl}-1-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2.1: N,N-dimethyl-formamide / 100 °C / Inert atmosphere

3.1: triethylamine; hydrogen / ethanol / 20 °C / 2585.81 - 3102.97 Torr / Inert atmosphere

4.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 2 h / 25 °C

4.2: 20 °C / Cooling with ice

5.1: trimethylsilylazide; triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 25 °C

With oxalyl dichloride; trimethylsilylazide; di-isopropyl azodicarboxylate; hydrogen; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;