(2S,4S)-2-[bis[3,5-bis(trifluoromethyl)phenyl]triethylsilyloxy]methyl-4-dibutylaminopyrrolidine

Base Information

Chemical Name:(2S,4S)-2-[bis[3,5-bis(trifluoromethyl)phenyl]triethylsilyloxy]methyl-4-dibutylaminopyrrolidine
CAS No.:1498288-90-6
Molecular Formula:C₂₉H₃₄F₁₂N₂OSi
Molecular Weight:682.668
Hs Code.:

Synonyms:(2S,4S)-2-[bis[3,5-bis(trifluoromethyl)phenyl]triethylsilyloxy]methyl-4-dibutylaminopyrrolidine

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Chemical Property of (2S,4S)-2-[bis[3,5-bis(trifluoromethyl)phenyl]triethylsilyloxy]methyl-4-dibutylaminopyrrolidine

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Technology Process of (2S,4S)-2-[bis[3,5-bis(trifluoromethyl)phenyl]triethylsilyloxy]methyl-4-dibutylaminopyrrolidine

There total 8 articles about (2S,4S)-2-[bis[3,5-bis(trifluoromethyl)phenyl]triethylsilyloxy]methyl-4-dibutylaminopyrrolidine 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: 78.0%

: 1498288-80-4
(2S,4S)-2-[bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl]-4-(dimethylamino)pyrrolidine

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 1498288-90-6
(2S,4S)-2-[bis[3,5-bis(trifluoromethyl)phenyl]triethylsilyloxy]methyl-4-dibutylaminopyrrolidine

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 12h;
DOI:10.1002/cctc.201300097

Reference yield:

: 51-35-4,30724-02-8
4R-4-hydroxyproline

: 1498288-90-6
(2S,4S)-2-[bis[3,5-bis(trifluoromethyl)phenyl]triethylsilyloxy]methyl-4-dibutylaminopyrrolidine

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate / methanol / 0 °C

2.1: magnesium / tetrahydrofuran / 1 h / 0 °C / Reflux

2.2: 2 h / 0 °C / Reflux

3.1: pyridine / dichloromethane / 6 h / 0 - 20 °C

4.1: sodium azide / N,N-dimethyl-formamide / 70 °C

5.1: hydrogen; 5% Pd(OH)2/C / methanol / 4654.46 Torr

6.1: formic acid / methanol; water / Reflux

7.1: sodium hydroxide / methanol / 12 h / Reflux

8.1: pyridine / dichloromethane / 12 h / 0 °C

With pyridine; formic acid; sodium azide; 5% Pd(OH)2/C; hydrogen; potassium carbonate; magnesium; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/cctc.201300097

Reference yield:

: 1498288-74-6
(6S,7aS)-6-azido-1,1-bis[3,5-bis(trifluoromethyl)phenyl]tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one

: 1498288-90-6
(2S,4S)-2-[bis[3,5-bis(trifluoromethyl)phenyl]triethylsilyloxy]methyl-4-dibutylaminopyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen; 5% Pd(OH)2/C / methanol / 4654.46 Torr

2: formic acid / methanol; water / Reflux

3: sodium hydroxide / methanol / 12 h / Reflux

4: pyridine / dichloromethane / 12 h / 0 °C

With pyridine; formic acid; 5% Pd(OH)2/C; hydrogen; sodium hydroxide; In methanol; dichloromethane; water;
DOI:10.1002/cctc.201300097