(S)-N-<(1,1-dimethylethoxy)carbonyl>-L-valyl-N-<3,3-difluoro-2,4-dioxo-1-<2-oxo-2-(phenylmethoxy)ethyl>-4-(1-pyrrolidinyl)butyl>-L-alaninimide

Base Information

Chemical Name:(S)-N-<(1,1-dimethylethoxy)carbonyl>-L-valyl-N-<3,3-difluoro-2,4-dioxo-1-<2-oxo-2-(phenylmethoxy)ethyl>-4-(1-pyrrolidinyl)butyl>-L-alaninimide
CAS No.:145452-66-0
Molecular Formula:C₃₀H₄₂F₂N₄O₈
Molecular Weight:624.682
Hs Code.:

Synonyms:(S)-N-<(1,1-dimethylethoxy)carbonyl>-L-valyl-N-<3,3-difluoro-2,4-dioxo-1-<2-oxo-2-(phenylmethoxy)ethyl>-4-(1-pyrrolidinyl)butyl>-L-alaninimide

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Chemical Property of (S)-N-<(1,1-dimethylethoxy)carbonyl>-L-valyl-N-<3,3-difluoro-2,4-dioxo-1-<2-oxo-2-(phenylmethoxy)ethyl>-4-(1-pyrrolidinyl)butyl>-L-alaninimide

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Technology Process of (S)-N-<(1,1-dimethylethoxy)carbonyl>-L-valyl-N-<3,3-difluoro-2,4-dioxo-1-<2-oxo-2-(phenylmethoxy)ethyl>-4-(1-pyrrolidinyl)butyl>-L-alaninimide

There total 8 articles about (S)-N-<(1,1-dimethylethoxy)carbonyl>-L-valyl-N-<3,3-difluoro-2,4-dioxo-1-<2-oxo-2-(phenylmethoxy)ethyl>-4-(1-pyrrolidinyl)butyl>-L-alaninimide 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: 98.0%

: 145452-65-9
-N-<(1,1-dimethylethoxy)carbonyl>-L-valyl-N-<3,3-difluoro-2-hydroxy-4-oxo-1-<2-oxo-2-(phenylmethoxy)ethyl>-4-(1-pyrrolidinyl)butyl>-L-alaninimide

: 145452-66-0
(S)-N-<(1,1-dimethylethoxy)carbonyl>-L-valyl-N-<3,3-difluoro-2,4-dioxo-1-<2-oxo-2-(phenylmethoxy)ethyl>-4-(1-pyrrolidinyl)butyl>-L-alaninimide

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 23 ℃; for 5h;
DOI:10.1021/jo00052a054

Reference yield:

: 145476-98-8
ethyl -α,α-difluoro-β-hydroxy-4-oxo-2-azetidinepropanoate

: 145452-66-0
(S)-N-<(1,1-dimethylethoxy)carbonyl>-L-valyl-N-<3,3-difluoro-2,4-dioxo-1-<2-oxo-2-(phenylmethoxy)ethyl>-4-(1-pyrrolidinyl)butyl>-L-alaninimide

Guidance literature:: Multi-step reaction with 7 steps

1: CH₂Cl₂ / 2 h / 23 °C

2: 66 percent / triethylamine / CH₂Cl₂ / 18 h / 23 °C

3: TFA / CH₂Cl₂ / 2 h / 0 °C

4: 69 percent / diisopropylethylamine / CH₂Cl₂ / 4 h / 23 °C

5: 1.31 M aq. LiOH / tetrahydrofuran / a) 0 deg C, 1 h, b) 23 deg C, 2 h

6: 71 percent / dimethylformamide / 4 h / 23 °C

7: 98 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 5 h / 23 °C

With lithium hydroxide; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00052a054

Reference yield:

: 145452-62-6
-1-<3-(4-oxo-2-azetidinyl)-2,2-difluoro-3-hydroxy-1-oxopropyl>pyrrolidine

: 145452-66-0
(S)-N-<(1,1-dimethylethoxy)carbonyl>-L-valyl-N-<3,3-difluoro-2,4-dioxo-1-<2-oxo-2-(phenylmethoxy)ethyl>-4-(1-pyrrolidinyl)butyl>-L-alaninimide

Guidance literature:: Multi-step reaction with 6 steps

1: 66 percent / triethylamine / CH₂Cl₂ / 18 h / 23 °C

2: TFA / CH₂Cl₂ / 2 h / 0 °C

3: 69 percent / diisopropylethylamine / CH₂Cl₂ / 4 h / 23 °C

4: 1.31 M aq. LiOH / tetrahydrofuran / a) 0 deg C, 1 h, b) 23 deg C, 2 h

5: 71 percent / dimethylformamide / 4 h / 23 °C

6: 98 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 5 h / 23 °C

With lithium hydroxide; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00052a054