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

Base Information

Chemical Name:(2S,4R)-tert-butyl 4-(tert-butyldiphenylsilyloxy)-2-(1H-1,2,3-triazol-5-yl)pyrrolidine-1-carboxylate
CAS No.:1269627-78-2
Molecular Formula:C₂₇H₃₆N₄O₃Si
Molecular Weight:492.693
Hs Code.:

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

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Chemical Property of (2S,4R)-tert-butyl 4-(tert-butyldiphenylsilyloxy)-2-(1H-1,2,3-triazol-5-yl)pyrrolidine-1-carboxylate

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Technology Process of (2S,4R)-tert-butyl 4-(tert-butyldiphenylsilyloxy)-2-(1H-1,2,3-triazol-5-yl)pyrrolidine-1-carboxylate

There total 5 articles about (2S,4R)-tert-butyl 4-(tert-butyldiphenylsilyloxy)-2-(1H-1,2,3-triazol-5-yl)pyrrolidine-1-carboxylate 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: 63.0%

: 833473-56-6
(2S,4R)-tert-butyl 4-(tert-butyldiphenylsilyloxy)-2-ethynylpyrrolidine-1-carboxylate

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

Guidance literature:: With copper(l) iodide; trimethylsilylazide; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide; at 100 ℃; for 12h; Inert atmosphere;
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

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

Guidance literature:: Multi-step reaction with 4 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

With 1H-imidazole; copper(l) iodide; trimethylsilylazide; diisobutylaluminium hydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 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

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

Guidance literature:: Multi-step reaction with 3 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

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