(S)-1-[(2S,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-((3S,4S)-3-hydroxy-chroman-4-ylcarbamoyl)-5-phenyl-pentyl]-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

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Chemical Name:(S)-1-[(2S,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-((3S,4S)-3-hydroxy-chroman-4-ylcarbamoyl)-5-phenyl-pentyl]-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide
CAS No.:342600-79-7
Molecular Formula:C₄₆H₆₀F₃N₅O₆Si
Molecular Weight:864.093
Hs Code.:

(S)-1-[(2S,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-((3S,4S)-3-hydroxy-chroman-4-ylcarbamoyl)-5-phenyl-pentyl]-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

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Chemical Property of (S)-1-[(2S,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-((3S,4S)-3-hydroxy-chroman-4-ylcarbamoyl)-5-phenyl-pentyl]-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

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Technology Process of (S)-1-[(2S,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-((3S,4S)-3-hydroxy-chroman-4-ylcarbamoyl)-5-phenyl-pentyl]-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

There total 9 articles about (S)-1-[(2S,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-((3S,4S)-3-hydroxy-chroman-4-ylcarbamoyl)-5-phenyl-pentyl]-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-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:

: 1120-87-2
4-bromopyridin

: 342600-79-7
(S)-1-[(2S,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-((3S,4S)-3-hydroxy-chroman-4-ylcarbamoyl)-5-phenyl-pentyl]-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

Guidance literature:: Multi-step reaction with 10 steps

1: Pd(PPh₃)4; DIEA / dimethylformamide / 100 °C

2: BuLi / tetrahydrofuran / -78 °C

3: 60 °C

4: thiosalicylic acid; Pd₂(dba)3; DPPB / tetrahydrofuran

5: 1,2-dimethoxy-ethane / -20 °C

6: DIEA / propan-2-ol

7: aq. LiOH / 1,2-dimethoxy-ethane / 0 °C

8: DIEA / CH₂Cl₂ / 0 °C

9: H₂O / tetrahydrofuran

10: HBTU; HOBT; DIEA / 1-methyl-pyrrolidin-2-one

With lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; thiosalicilyc acid; water; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; 1: Stille coupling;
DOI:10.1016/S0960-894X(03)00475-X

Reference yield:

: 597563-59-2
(S)-4-[1-Methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

: 342600-79-7
(S)-1-[(2S,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-((3S,4S)-3-hydroxy-chroman-4-ylcarbamoyl)-5-phenyl-pentyl]-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

Guidance literature:: Multi-step reaction with 5 steps

1: DIEA / propan-2-ol

2: aq. LiOH / 1,2-dimethoxy-ethane / 0 °C

3: DIEA / CH₂Cl₂ / 0 °C

4: H₂O / tetrahydrofuran

5: HBTU; HOBT; DIEA / 1-methyl-pyrrolidin-2-one

With lithium hydroxide; water; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane; dichloromethane; isopropyl alcohol;
DOI:10.1016/S0960-894X(03)00475-X

Reference yield:

: 342600-77-5
(S)-4-[Cyano-methyl-(5-pyridin-4-yl-furan-2-yl)-methyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

: 342600-79-7
(S)-1-[(2S,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-((3S,4S)-3-hydroxy-chroman-4-ylcarbamoyl)-5-phenyl-pentyl]-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 1,2-dimethoxy-ethane / -20 °C

2: DIEA / propan-2-ol

3: aq. LiOH / 1,2-dimethoxy-ethane / 0 °C

4: DIEA / CH₂Cl₂ / 0 °C

5: H₂O / tetrahydrofuran

6: HBTU; HOBT; DIEA / 1-methyl-pyrrolidin-2-one

With lithium hydroxide; water; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane; dichloromethane; isopropyl alcohol;
DOI:10.1016/S0960-894X(03)00475-X