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

Base Information

Chemical Name:(2S,4S)-2-(4,5-dihydro-1H-imidazol-2-yl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine
CAS No.:708261-99-8
Molecular Formula:C₃₀H₃₁N₃O₂S
Molecular Weight:497.661
Hs Code.:

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

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

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

There total 4 articles about (2S,4S)-2-(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: 68.5%

: 107-15-3,85404-18-8
ethylenediamine

: 625388-36-5
(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid methyl ester

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

Guidance literature:: ethylenediamine; With trimethylaluminum; In toluene; at 20 ℃; for 1h;

(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid methyl ester; In toluene; at 50 ℃; for 15h;
DOI:10.1002/ardp.200300756

Reference yield:

: 3695-77-0
triphenylmethanethiol

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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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