(2S,4S)-2-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Base Information

Chemical Name:(2S,4S)-2-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine
CAS No.:708262-08-2
Molecular Formula:C₃₁H₃₃N₃O₂S
Molecular Weight:511.688
Hs Code.:

Synonyms:(2S,4S)-2-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

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Chemical Property of (2S,4S)-2-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

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Technology Process of (2S,4S)-2-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

There total 5 articles about (2S,4S)-2-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine 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: 62.0%

: 708261-99-8
(2S,4S)-2-(4,5-dihydro-1H-imidazol-2-yl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

: 74-88-4
methyl iodide

: 708262-08-2
(2S,4S)-2-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Guidance literature:: (2S,4S)-2-(4,5-dihydro-1H-imidazol-2-yl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine; With potassium carbonate; In acetonitrile; for 1h;

methyl iodide; In acetonitrile; at 20 ℃; for 24h;
DOI:10.1002/ardp.200300756

Reference yield:

: 3695-77-0
triphenylmethanethiol

: 708262-08-2
(2S,4S)-2-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 1 h / 20 °C

1.2: 82.5 percent / dimethylformamide / 3 h / 20 °C

2.1: trimethylaluminum / toluene / 1 h / 20 °C

2.2: 68.5 percent / toluene / 15 h / 50 °C

3.1: K₂CO₃ / acetonitrile / 1 h

3.2: 62 percent / acetonitrile / 24 h / 20 °C

With trimethylaluminum; sodium hydride; potassium carbonate; In N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/ardp.200300756

Reference yield:

: 126408-14-8
methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate

: 708262-08-2
(2S,4S)-2-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93.2 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

2.1: NaH / dimethylformamide / 1 h / 20 °C

2.2: 82.5 percent / dimethylformamide / 3 h / 20 °C

3.1: trimethylaluminum / toluene / 1 h / 20 °C

3.2: 68.5 percent / toluene / 15 h / 50 °C

4.1: K₂CO₃ / acetonitrile / 1 h

4.2: 62 percent / acetonitrile / 24 h / 20 °C

With trimethylaluminum; sodium hydride; potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/ardp.200300756