((S)-1-{(R)-1-[(1S,2S,4R)-4-((S)-1-Benzylcarbamoyl-2-methyl-propylcarbamoyl)-2-hydroxy-1-isobutyl-pentylcarbamoyl]-2-methylsulfanyl-ethylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((S)-1-{(R)-1-[(1S,2S,4R)-4-((S)-1-Benzylcarbamoyl-2-methyl-propylcarbamoyl)-2-hydroxy-1-isobutyl-pentylcarbamoyl]-2-methylsulfanyl-ethylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester
CAS No.:364635-84-7
Molecular Formula:C₃₆H₆₁N₅O₇S
Molecular Weight:707.976
Hs Code.:

((S)-1-{(R)-1-[(1S,2S,4R)-4-((S)-1-Benzylcarbamoyl-2-methyl-propylcarbamoyl)-2-hydroxy-1-isobutyl-pentylcarbamoyl]-2-methylsulfanyl-ethylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

Synonyms:((S)-1-{(R)-1-[(1S,2S,4R)-4-((S)-1-Benzylcarbamoyl-2-methyl-propylcarbamoyl)-2-hydroxy-1-isobutyl-pentylcarbamoyl]-2-methylsulfanyl-ethylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

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Chemical Property of ((S)-1-{(R)-1-[(1S,2S,4R)-4-((S)-1-Benzylcarbamoyl-2-methyl-propylcarbamoyl)-2-hydroxy-1-isobutyl-pentylcarbamoyl]-2-methylsulfanyl-ethylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

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Technology Process of ((S)-1-{(R)-1-[(1S,2S,4R)-4-((S)-1-Benzylcarbamoyl-2-methyl-propylcarbamoyl)-2-hydroxy-1-isobutyl-pentylcarbamoyl]-2-methylsulfanyl-ethylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

There total 13 articles about ((S)-1-{(R)-1-[(1S,2S,4R)-4-((S)-1-Benzylcarbamoyl-2-methyl-propylcarbamoyl)-2-hydroxy-1-isobutyl-pentylcarbamoyl]-2-methylsulfanyl-ethylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester 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:

: 13734-41-3
t-Boc-L-valine

: (2R,4S,5S)-5-((R)-2-Amino-3-methylsulfanyl-propionylamino)-4-hydroxy-2,7-dimethyl-octanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-amide

: 364635-84-7
((S)-1-{(R)-1-[(1S,2S,4R)-4-((S)-1-Benzylcarbamoyl-2-methyl-propylcarbamoyl)-2-hydroxy-1-isobutyl-pentylcarbamoyl]-2-methylsulfanyl-ethylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 0 - 23 ℃;
DOI:10.1021/jm0101803

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 364635-84-7
((S)-1-{(R)-1-[(1S,2S,4R)-4-((S)-1-Benzylcarbamoyl-2-methyl-propylcarbamoyl)-2-hydroxy-1-isobutyl-pentylcarbamoyl]-2-methylsulfanyl-ethylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 63 percent / HOBt; EDC; diisopropylethylamine / CH₂Cl₂; dimethylformamide / 0 - 23 °C

2: 297 mg / TFA / CH₂Cl₂ / 0.5 h / 23 °C

3: 95 percent / EDC; HOBt; diisopropylethylamine / dimethylformamide / 0 - 23 °C

4: 83 percent / nBu₄NF / tetrahydrofuran / 23 °C

5: CF₃COOH / CH₂Cl₂ / 0.5 h / 23 °C

6: EDC; HOBt; iPr₂NEt / dimethylformamide; CH₂Cl₂ / 0 - 23 °C

7: TFA / CH₂Cl₂ / 23 °C

8: EDC; HOBt; iPr₂NEt / dimethylformamide; CH₂Cl₂ / 0 - 23 °C

With tetrabutyl ammonium fluoride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0101803

Reference yield:

: 105018-81-3
(5S,1'S)-5-<1'--3'-methylbutyl>dihydrofuran-2(3H)-one

: 364635-84-7
((S)-1-{(R)-1-[(1S,2S,4R)-4-((S)-1-Benzylcarbamoyl-2-methyl-propylcarbamoyl)-2-hydroxy-1-isobutyl-pentylcarbamoyl]-2-methylsulfanyl-ethylcarbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / 0.5 h / -78 °C

2.1: aq. LiOH / tetrahydrofuran / 8 h / 23 °C

3.1: imidazole / dimethylformamide / 24 h

4.1: 95 percent / EDC; HOBt; diisopropylethylamine / dimethylformamide / 0 - 23 °C

5.1: 83 percent / nBu₄NF / tetrahydrofuran / 23 °C

6.1: CF₃COOH / CH₂Cl₂ / 0.5 h / 23 °C

7.1: EDC; HOBt; iPr₂NEt / dimethylformamide; CH₂Cl₂ / 0 - 23 °C

8.1: TFA / CH₂Cl₂ / 23 °C

9.1: EDC; HOBt; iPr₂NEt / dimethylformamide; CH₂Cl₂ / 0 - 23 °C

With 1H-imidazole; lithium hydroxide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0101803