(2R,4S)-2-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-5-[(S)-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-2-(2,2,2-trifluoro-ethylcarbamoyl)-piperazin-1-yl]-pentanoic acid

Base Information

Chemical Name:(2R,4S)-2-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-5-[(S)-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-2-(2,2,2-trifluoro-ethylcarbamoyl)-piperazin-1-yl]-pentanoic acid
CAS No.:597563-62-7
Molecular Formula:C₃₇H₅₁F₃N₄O₅Si
Molecular Weight:716.916
Hs Code.:

(2R,4S)-2-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-5-[(S)-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-2-(2,2,2-trifluoro-ethylcarbamoyl)-piperazin-1-yl]-pentanoic acid

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Chemical Property of (2R,4S)-2-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-5-[(S)-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-2-(2,2,2-trifluoro-ethylcarbamoyl)-piperazin-1-yl]-pentanoic acid

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Technology Process of (2R,4S)-2-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-5-[(S)-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-2-(2,2,2-trifluoro-ethylcarbamoyl)-piperazin-1-yl]-pentanoic acid

There total 7 articles about (2R,4S)-2-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-5-[(S)-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-2-(2,2,2-trifluoro-ethylcarbamoyl)-piperazin-1-yl]-pentanoic acid 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:

: C₄₃H₆₅F₃N₄O₅Si₂

: 597563-62-7
(2R,4S)-2-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-5-[(S)-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-2-(2,2,2-trifluoro-ethylcarbamoyl)-piperazin-1-yl]-pentanoic acid

Guidance literature:: With water; In tetrahydrofuran;
DOI:10.1016/S0960-894X(03)00475-X

Reference yield:

: 1120-87-2
4-bromopyridin

: 597563-62-7
(2R,4S)-2-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-5-[(S)-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-2-(2,2,2-trifluoro-ethylcarbamoyl)-piperazin-1-yl]-pentanoic acid

Guidance literature:: Multi-step reaction with 9 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

With lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; thiosalicilyc acid; water; N-ethyl-N,N-diisopropylamine; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran; 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

: 597563-62-7
(2R,4S)-2-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-5-[(S)-4-[1-methyl-1-(5-pyridin-4-yl-furan-2-yl)-ethyl]-2-(2,2,2-trifluoro-ethylcarbamoyl)-piperazin-1-yl]-pentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: DIEA / propan-2-ol

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

3: DIEA / CH₂Cl₂ / 0 °C

4: H₂O / tetrahydrofuran

With lithium hydroxide; water; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; isopropyl alcohol;
DOI:10.1016/S0960-894X(03)00475-X