5-[(2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]-1H-1,2,3-triazole

Base Information

Chemical Name:5-[(2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]-1H-1,2,3-triazole
CAS No.:1269627-93-1
Molecular Formula:C₂₂H₂₈N₄OSi
Molecular Weight:392.576
Hs Code.:

Synonyms:5-[(2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]-1H-1,2,3-triazole

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Chemical Property of 5-[(2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]-1H-1,2,3-triazole

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Technology Process of 5-[(2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]-1H-1,2,3-triazole

There total 6 articles about 5-[(2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]-1H-1,2,3-triazole 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: 89.0%

: 1269627-78-2
(2S,4R)-tert-butyl 4-(tert-butyldiphenylsilyloxy)-2-(1H-1,2,3-triazol-5-yl)pyrrolidine-1-carboxylate

: 1269627-93-1
5-[(2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]-1H-1,2,3-triazole

Guidance literature:: (2S,4R)-tert-butyl 4-(tert-butyldiphenylsilyloxy)-2-(1H-1,2,3-triazol-5-yl)pyrrolidine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

With water; sodium hydrogencarbonate; In dichloromethane; for 0.5h;
DOI:10.1002/adsc.201000678

Reference yield:

: 13726-69-7,946610-68-0
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

: 1269627-93-1
5-[(2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]-1H-1,2,3-triazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 48 h / 20 °C

2.1: diisobutylaluminium hydride / hexane; dichloromethane / -78 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C

4.1: copper(l) iodide; trimethylsilylazide; N-ethyl-N,N-diisopropylamine / methanol; N,N-dimethyl-formamide / 12 h / 100 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

5.2: 0.5 h

With 1H-imidazole; copper(l) iodide; trimethylsilylazide; diisobutylaluminium hydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/adsc.201000678

Reference yield:

: 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

: 1269627-93-1
5-[(2S,4R)-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]-1H-1,2,3-triazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / hexane; dichloromethane / -78 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C

3.1: copper(l) iodide; trimethylsilylazide; N-ethyl-N,N-diisopropylamine / methanol; N,N-dimethyl-formamide / 12 h / 100 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

4.2: 0.5 h

With 1H-imidazole; copper(l) iodide; trimethylsilylazide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/adsc.201000678