(S)-3-{(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyrylamino}-4-oxo-5-(3-phenyl-[1,2,4]oxadiazol-5-ylsulfanyl)-pentanoic acid tert-butyl ester

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Chemical Name:(S)-3-{(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyrylamino}-4-oxo-5-(3-phenyl-[1,2,4]oxadiazol-5-ylsulfanyl)-pentanoic acid tert-butyl ester
CAS No.:877138-24-4
Molecular Formula:C₃₄H₃₈N₄O₇S
Molecular Weight:646.764
Hs Code.:

(S)-3-{(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyrylamino}-4-oxo-5-(3-phenyl-[1,2,4]oxadiazol-5-ylsulfanyl)-pentanoic acid tert-butyl ester

Synonyms:(S)-3-{(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyrylamino}-4-oxo-5-(3-phenyl-[1,2,4]oxadiazol-5-ylsulfanyl)-pentanoic acid tert-butyl ester

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Chemical Property of (S)-3-{(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyrylamino}-4-oxo-5-(3-phenyl-[1,2,4]oxadiazol-5-ylsulfanyl)-pentanoic acid tert-butyl ester

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Technology Process of (S)-3-{(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyrylamino}-4-oxo-5-(3-phenyl-[1,2,4]oxadiazol-5-ylsulfanyl)-pentanoic acid tert-butyl ester

There total 7 articles about (S)-3-{(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyrylamino}-4-oxo-5-(3-phenyl-[1,2,4]oxadiazol-5-ylsulfanyl)-pentanoic 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:

: (S)-5-Diazo-3-{(S)-3-methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyrylamino}-4-oxo-pentanoic acid tert-butyl ester

: 877138-24-4
(S)-3-{(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyrylamino}-4-oxo-5-(3-phenyl-[1,2,4]oxadiazol-5-ylsulfanyl)-pentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: aq. HBr / diethyl ether / 0.5 h / 0 °C

2: KF; NaI / dimethylformamide

With potassium fluoride; hydrogen bromide; sodium iodide; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.05.036

Reference yield:

: 2976-75-2
1-Naphthoxyacetic acid

: 877138-24-4
(S)-3-{(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyrylamino}-4-oxo-5-(3-phenyl-[1,2,4]oxadiazol-5-ylsulfanyl)-pentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / ethyl-(dimethylaminopropyl)carbodiimide; 1-hydroxybenzotriazole; N-methylmorpholine / CH₂Cl₂ / 0 °C

2: 99 percent / aq. LiOH / dioxane / 1 h

3: N-methylmorpholine / tetrahydrofuran / 0.33 h / -20 °C

4: aq. HBr / diethyl ether / 0.5 h / 0 °C

5: KF; NaI / dimethylformamide

With 4-methyl-morpholine; potassium fluoride; lithium hydroxide; hydrogen bromide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium iodide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.05.036

Reference yield:

: 77284-99-2
L-valinyl-L-aspartyl-β-(tert-butyl ester) methyl ester

: 877138-24-4
(S)-3-{(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyrylamino}-4-oxo-5-(3-phenyl-[1,2,4]oxadiazol-5-ylsulfanyl)-pentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / ethyl-(dimethylaminopropyl)carbodiimide; 1-hydroxybenzotriazole; N-methylmorpholine / CH₂Cl₂ / 0 °C

2: 99 percent / aq. LiOH / dioxane / 1 h

3: N-methylmorpholine / tetrahydrofuran / 0.33 h / -20 °C

4: aq. HBr / diethyl ether / 0.5 h / 0 °C

5: KF; NaI / dimethylformamide

With 4-methyl-morpholine; potassium fluoride; lithium hydroxide; hydrogen bromide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium iodide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.05.036