ethyl [4-[(3S)-benzyloxy-N-tert-butoxycarbonyl-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

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Chemical Name:ethyl [4-[(3S)-benzyloxy-N-tert-butoxycarbonyl-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate
CAS No.:886447-85-4
Molecular Formula:C₂₅H₃₇N₃O₆
Molecular Weight:475.585
Hs Code.:

Synonyms:ethyl [4-[(3S)-benzyloxy-N-tert-butoxycarbonyl-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

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Chemical Property of ethyl [4-[(3S)-benzyloxy-N-tert-butoxycarbonyl-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

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Technology Process of ethyl [4-[(3S)-benzyloxy-N-tert-butoxycarbonyl-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

There total 4 articles about ethyl [4-[(3S)-benzyloxy-N-tert-butoxycarbonyl-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate 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: 95.0%

: 902770-49-4
(3S)-benzyloxy-1-(tert-butoxycarbonyl)pyrrolidine-(2S)-carboxylic acid

: 40004-08-8
1-(Ethoxycarbonylmethyl)piperazine

: 886447-85-4
ethyl [4-[(3S)-benzyloxy-N-tert-butoxycarbonyl-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/j.bmc.2005.11.058

Reference yield:

: 886447-32-1
methyl (3S)-benzyloxy-1-(tert-butoxycarbonyl)pyrrolidine-(2S)-carboxylate

: 886447-85-4
ethyl [4-[(3S)-benzyloxy-N-tert-butoxycarbonyl-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / aq. NaOH / tetrahydrofuran / 3 h / Heating

2: 95 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / CH₂Cl₂ / 12 h / 20 °C

With sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2005.11.058

Reference yield:

: 100-39-0
benzyl bromide

: 886447-85-4
ethyl [4-[(3S)-benzyloxy-N-tert-butoxycarbonyl-(2S)-pyrrolidinylcarbonyl]-1-piperazinyl]acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 59 percent / tetrabutylammonium iodide; NaH / tetrahydrofuran / 3 h / 20 °C

2: 100 percent / aq. NaOH / tetrahydrofuran / 3 h / Heating

3: 95 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / CH₂Cl₂ / 12 h / 20 °C

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2005.11.058