(2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)-propanoyl}pyrrolidin-2-yl)carbonyl-N-(1-methyl-4-piperidylmethyl)-pyrrolidine-2-carboxamide

Base Information

Chemical Name:(2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)-propanoyl}pyrrolidin-2-yl)carbonyl-N-(1-methyl-4-piperidylmethyl)-pyrrolidine-2-carboxamide
CAS No.:323182-86-1
Molecular Formula:C₃₈H₄₃F₃N₄O₄
Molecular Weight:676.779
Hs Code.:

(2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)-propanoyl}pyrrolidin-2-yl)carbonyl-N-(1-methyl-4-piperidylmethyl)-pyrrolidine-2-carboxamide

Synonyms:(2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)-propanoyl}pyrrolidin-2-yl)carbonyl-N-(1-methyl-4-piperidylmethyl)-pyrrolidine-2-carboxamide

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Chemical Property of (2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)-propanoyl}pyrrolidin-2-yl)carbonyl-N-(1-methyl-4-piperidylmethyl)-pyrrolidine-2-carboxamide

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Technology Process of (2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)-propanoyl}pyrrolidin-2-yl)carbonyl-N-(1-methyl-4-piperidylmethyl)-pyrrolidine-2-carboxamide

There total 15 articles about (2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)-propanoyl}pyrrolidin-2-yl)carbonyl-N-(1-methyl-4-piperidylmethyl)-pyrrolidine-2-carboxamide 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: 89.0%

: 323182-81-6
(2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)propanoyl}pyrrolidin-2-yl)carbonyl-N-(4-piperidylmethyl)-pyrrolidine-2-carboxamide

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 323182-86-1
(2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)-propanoyl}pyrrolidin-2-yl)carbonyl-N-(1-methyl-4-piperidylmethyl)-pyrrolidine-2-carboxamide

Guidance literature:: With sodium cyanoborohydride; zinc(II) chloride; In methanol; water; at 20 ℃; for 0.333333h;
DOI:10.1021/jm051205r

Reference yield:

: 43041-12-9
methyl (2R)-pyrrolidine-2-carboxylate

: 323182-86-1
(2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)-propanoyl}pyrrolidin-2-yl)carbonyl-N-(1-methyl-4-piperidylmethyl)-pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: 5.10 g / WSC*HCl; HOBt / CHCl₃ / 22 h / 20 °C

2: H₂ / Pd(OH)2 / CHCl₃ / 6 h / 20 °C

3: 5.17 g / DIEA; WSC*HCl; HOBt / CHCl₃ / 13 h / 20 °C

4: aq. NaOH / methanol / 0.67 h / 20 °C

5: 3.43 g / WSC*HCl; HOBt / CHCl₃ / 22 h / 20 °C

6: TFA / 3 h / 20 °C

7: 89 percent / NaBH₃CN*ZnCl₂ / H₂O; methanol / 0.33 h / 20 °C

With sodium hydroxide; WSC*HCl; hydrogen; sodium cyanoborohydride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; zinc(II) chloride; palladium dihydroxide; In methanol; chloroform; water;
DOI:10.1021/jm051205r

Reference yield:

: 6404-31-5
Z-D-proline

: 323182-86-1
(2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)-propanoyl}pyrrolidin-2-yl)carbonyl-N-(1-methyl-4-piperidylmethyl)-pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1: 78 percent / DMAP; WSC*HCl / CHCl₃ / 1 h / 20 °C

2: H₂ / Pd(OH)2 / methanol / 19 h / 20 °C

3: 5.10 g / WSC*HCl; HOBt / CHCl₃ / 22 h / 20 °C

4: H₂ / Pd(OH)2 / CHCl₃ / 6 h / 20 °C

5: 5.17 g / DIEA; WSC*HCl; HOBt / CHCl₃ / 13 h / 20 °C

6: aq. NaOH / methanol / 0.67 h / 20 °C

7: 3.43 g / WSC*HCl; HOBt / CHCl₃ / 22 h / 20 °C

8: TFA / 3 h / 20 °C

9: 89 percent / NaBH₃CN*ZnCl₂ / H₂O; methanol / 0.33 h / 20 °C

With dmap; sodium hydroxide; WSC*HCl; hydrogen; sodium cyanoborohydride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; zinc(II) chloride; palladium dihydroxide; In methanol; chloroform; water;
DOI:10.1021/jm051205r