(+)-tert-butyl (R)-4-[2-(3,4-dichlorophenyl)acetyl]-3-[(S)-1-(pyrrolidin-1-yl)ethyl]piperazine-1-carboxylate

Base Information

Chemical Name:(+)-tert-butyl (R)-4-[2-(3,4-dichlorophenyl)acetyl]-3-[(S)-1-(pyrrolidin-1-yl)ethyl]piperazine-1-carboxylate
CAS No.:350228-91-0
Molecular Formula:C₂₃H₃₃Cl₂N₃O₃
Molecular Weight:470.439
Hs Code.:

Synonyms:(+)-tert-butyl (R)-4-[2-(3,4-dichlorophenyl)acetyl]-3-[(S)-1-(pyrrolidin-1-yl)ethyl]piperazine-1-carboxylate

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Chemical Property of (+)-tert-butyl (R)-4-[2-(3,4-dichlorophenyl)acetyl]-3-[(S)-1-(pyrrolidin-1-yl)ethyl]piperazine-1-carboxylate

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Technology Process of (+)-tert-butyl (R)-4-[2-(3,4-dichlorophenyl)acetyl]-3-[(S)-1-(pyrrolidin-1-yl)ethyl]piperazine-1-carboxylate

There total 4 articles about (+)-tert-butyl (R)-4-[2-(3,4-dichlorophenyl)acetyl]-3-[(S)-1-(pyrrolidin-1-yl)ethyl]piperazine-1-carboxylate 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: 73.0%

: 5807-30-7
3,4-dichlorophenyl acetic acid

: 361568-86-7
tert-butyl (R)-3-[(S)-1-(pyrrolidin-1-yl)ethyl]piperazine-1-carboxylate

: 350228-91-0
(+)-tert-butyl (R)-4-[2-(3,4-dichlorophenyl)acetyl]-3-[(S)-1-(pyrrolidin-1-yl)ethyl]piperazine-1-carboxylate

Guidance literature:: 3,4-dichlorophenyl acetic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 2h;

tert-butyl (R)-3-[(S)-1-(pyrrolidin-1-yl)ethyl]piperazine-1-carboxylate; In dichloromethane; at 20 ℃; for 24h; Further stages.;
DOI:10.1021/jm0108395

Reference yield:

: 249611-19-6
(3R)-(-)-tert-Butyl 4-benzyl-3-[(1R)-1-hydroxyethyl]piperazine-1-carboxylate

: 350228-91-0
(+)-tert-butyl (R)-4-[2-(3,4-dichlorophenyl)acetyl]-3-[(S)-1-(pyrrolidin-1-yl)ethyl]piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / N-methylmorpholine N-oxide; tetrapropylammonium perrutenate; molecular sieves 4 Angstroem / CH₂Cl₂ / 16 h / 20 °C

2.1: Ti(OiPr)4 / CH₂Cl₂ / 1.5 h / 20 °C

2.2: 62 percent / NaBH₃CN; molecular sieves 3 Angstroem / methanol; CH₂Cl₂ / 40 h / 20 °C

3.1: 643 mg / H₂ / 10percent Pd/C / methanol / 9 h / 20 °C / 975.1 Torr

4.1: 1,1'-carbonyldiimidazole / CH₂Cl₂ / 2 h / 20 °C

4.2: 73 percent / CH₂Cl₂ / 24 h / 20 °C

With titanium(IV) isopropylate; tetrapropylammonium perruthennate; 4 A molecular sieve; hydrogen; 4-methylmorpholine N-oxide; 1,1'-carbonyldiimidazole; 10percent Pd/C; In methanol; dichloromethane;
DOI:10.1021/jm0108395

Reference yield:

: 350228-88-5
(+)-tert-butyl (R)-3-acetyl-4-benzylpiperazine-1-carboxylate

: 350228-91-0
(+)-tert-butyl (R)-4-[2-(3,4-dichlorophenyl)acetyl]-3-[(S)-1-(pyrrolidin-1-yl)ethyl]piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Ti(OiPr)4 / CH₂Cl₂ / 1.5 h / 20 °C

1.2: 62 percent / NaBH₃CN; molecular sieves 3 Angstroem / methanol; CH₂Cl₂ / 40 h / 20 °C

2.1: 643 mg / H₂ / 10percent Pd/C / methanol / 9 h / 20 °C / 975.1 Torr

3.1: 1,1'-carbonyldiimidazole / CH₂Cl₂ / 2 h / 20 °C

3.2: 73 percent / CH₂Cl₂ / 24 h / 20 °C

With titanium(IV) isopropylate; hydrogen; 1,1'-carbonyldiimidazole; 10percent Pd/C; In methanol; dichloromethane;
DOI:10.1021/jm0108395