(2S,3S,4R)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylimidazol-4'-yl)pyrrolidine

Base Information

Chemical Name:(2S,3S,4R)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylimidazol-4'-yl)pyrrolidine
CAS No.:342651-91-6
Molecular Formula:C₃₁H₃₇N₃O₅
Molecular Weight:531.652
Hs Code.:

Synonyms:(2S,3S,4R)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylimidazol-4'-yl)pyrrolidine

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Chemical Property of (2S,3S,4R)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylimidazol-4'-yl)pyrrolidine

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Technology Process of (2S,3S,4R)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylimidazol-4'-yl)pyrrolidine

There total 6 articles about (2S,3S,4R)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylimidazol-4'-yl)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: 65.0%

: 1670-14-0
benzamidine monohydrochloride

: 267244-45-1
(2S,3S,4S)-N-benzoyl-4-(bromoacetyl)-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethylpyrrolidine

: 342651-91-6
(2S,3S,4R)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylimidazol-4'-yl)pyrrolidine

Guidance literature:: With sodium hydrogencarbonate; In ethanol; for 24h; Heating;
DOI:10.1021/jo000846l

Reference yield:

: 98-88-4
benzoyl chloride

: 342651-91-6
(2S,3S,4R)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylimidazol-4'-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 455 mg / NaOH / H₂O; dioxane / 22 h / 20 °C

2.1: O₃ / CH₂Cl₂; methanol / 0.75 h / -78 °C

2.2: 99 percent / Ph₃P / CH₂Cl₂; methanol / 1 h / 20 °C

3.1: lithium hexamethyldisilylamide / tetrahydrofuran / 0.42 h / -78 °C

4.1: 115 mg / phenyltrimethylammonium tribromide / tetrahydrofuran / 0.5 h / 0 °C

5.1: 65 percent / NaHCO₃ / ethanol / 24 h / Heating

With sodium hydroxide; phenyltrimethylammonium tribromide; sodium hydrogencarbonate; ozone; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo000846l

Reference yield:

: 3-tert-butoxycarbonylmethyl-4-isopropenyl-pyrrolidine-2-carboxylic acid tert-butyl ester

: 342651-91-6
(2S,3S,4R)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylimidazol-4'-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 455 mg / NaOH / H₂O; dioxane / 22 h / 20 °C

2.1: O₃ / CH₂Cl₂; methanol / 0.75 h / -78 °C

2.2: 99 percent / Ph₃P / CH₂Cl₂; methanol / 1 h / 20 °C

3.1: lithium hexamethyldisilylamide / tetrahydrofuran / 0.42 h / -78 °C

4.1: 115 mg / phenyltrimethylammonium tribromide / tetrahydrofuran / 0.5 h / 0 °C

5.1: 65 percent / NaHCO₃ / ethanol / 24 h / Heating

With sodium hydroxide; phenyltrimethylammonium tribromide; sodium hydrogencarbonate; ozone; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo000846l