2-[3-(pyrrolidine-1-sulfonyl)-phenyl]-pent-4-enoic acid allyl-(1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-amide

Base Information

Chemical Name:2-[3-(pyrrolidine-1-sulfonyl)-phenyl]-pent-4-enoic acid allyl-(1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-amide
CAS No.:777892-68-9
Molecular Formula:C₃₀H₃₉N₃O₃S
Molecular Weight:521.724
Hs Code.:

Synonyms:2-[3-(pyrrolidine-1-sulfonyl)-phenyl]-pent-4-enoic acid allyl-(1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-amide

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Chemical Property of 2-[3-(pyrrolidine-1-sulfonyl)-phenyl]-pent-4-enoic acid allyl-(1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-amide

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Technology Process of 2-[3-(pyrrolidine-1-sulfonyl)-phenyl]-pent-4-enoic acid allyl-(1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-amide

There total 7 articles about 2-[3-(pyrrolidine-1-sulfonyl)-phenyl]-pent-4-enoic acid allyl-(1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-amide 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: 92.9%

: 14338-32-0
2-chloro-1-methyl-pyridinium iodide

: 777892-66-7
allyl-(1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-amine

: 2-[3-(pyrrolidine-1-sulfonyl)-phenyl]-pent-4-enoic acid

: 777892-68-9
2-[3-(pyrrolidine-1-sulfonyl)-phenyl]-pent-4-enoic acid allyl-(1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-amide

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 44h;

Reference yield:

: 777892-66-7
allyl-(1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-amine

: 2-[3-(pyrrolidine-1-sulfonyl)-phenyl]-pent-4-enoic acid

: 777892-68-9
2-[3-(pyrrolidine-1-sulfonyl)-phenyl]-pent-4-enoic acid allyl-(1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-amide

Guidance literature:: With TEA; 2-chloro-1-methyl-pyridinium iodide; In dichloromethane; at 25 ℃;
DOI:10.1016/j.bmcl.2004.08.041

Reference yield:

: 2935-35-5
(S)-2-phenylglycine

: 777892-68-9
2-[3-(pyrrolidine-1-sulfonyl)-phenyl]-pent-4-enoic acid allyl-(1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: aq. NaOH / 0.5 h / 25 °C

1.2: 85 percent / aq. NaOH / tetrahydrofuran / 20 h / 0 - 25 °C

2.1: 91 percent / HOBT; DCC / tetrahydrofuran; CH₂Cl₂ / 16 h / 0 - 25 °C

3.1: 96 percent / K₂CO₃ / dimethylformamide / 16 h / 25 °C

4.1: 85 percent / K₂CO₃; PhSH / dimethylformamide / 16 h / 25 °C

5.1: 86 percent / LAH / tetrahydrofuran / 16 h / 0 - 25 °C

6.1: 2-chloro-1-methylpyridinium iodide; TEA / CH₂Cl₂ / 25 °C

With sodium hydroxide; lithium aluminium tetrahydride; TEA; 2-chloro-1-methyl-pyridinium iodide; potassium carbonate; benzotriazol-1-ol; thiophenol; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.2: Fukuyama sulfonylation;
DOI:10.1016/j.bmcl.2004.08.041