-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

Base Information

Chemical Name:-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
CAS No.:145452-65-9
Molecular Formula:C₃₀H₄₄F₂N₄O₈
Molecular Weight:626.698
Hs Code.:

<R-(R*,S*)>-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

Synonyms:-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

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Chemical Property of -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

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Technology Process of -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

There total 7 articles about -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 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: 71.0%

: 100-39-0
benzyl bromide

: Lithium; (3S,4R)-3-[(S)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-propionylamino]-5,5-difluoro-4-hydroxy-6-oxo-6-pyrrolidin-1-yl-hexanoate

: 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

Guidance literature:: In N,N-dimethyl-formamide; at 23 ℃; for 4h;
DOI:10.1021/jo00052a054

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

With lithium hydroxide; 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

: 145452-65-9
-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

Guidance literature:: Multi-step reaction with 5 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

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