N-{(1S)-1-(methylethyl)-2-[5-(1-methyl-1-phenylethyl)-1,3,4-oxadiazol-2-yl]-2-oxoethyl}-2-{2-(4-fluorophenyl)-6-oxo-5-[(phenylmethoxy)carbamido]hydropyrimidinyl}acetamide

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Chemical Name:N-{(1S)-1-(methylethyl)-2-[5-(1-methyl-1-phenylethyl)-1,3,4-oxadiazol-2-yl]-2-oxoethyl}-2-{2-(4-fluorophenyl)-6-oxo-5-[(phenylmethoxy)carbamido]hydropyrimidinyl}acetamide
CAS No.:208840-36-2
Molecular Formula:C₃₆H₃₅FN₆O₆
Molecular Weight:666.709
Hs Code.:

N-{(1S)-1-(methylethyl)-2-[5-(1-methyl-1-phenylethyl)-1,3,4-oxadiazol-2-yl]-2-oxoethyl}-2-{2-(4-fluorophenyl)-6-oxo-5-[(phenylmethoxy)carbamido]hydropyrimidinyl}acetamide

Synonyms:N-{(1S)-1-(methylethyl)-2-[5-(1-methyl-1-phenylethyl)-1,3,4-oxadiazol-2-yl]-2-oxoethyl}-2-{2-(4-fluorophenyl)-6-oxo-5-[(phenylmethoxy)carbamido]hydropyrimidinyl}acetamide

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Chemical Property of N-{(1S)-1-(methylethyl)-2-[5-(1-methyl-1-phenylethyl)-1,3,4-oxadiazol-2-yl]-2-oxoethyl}-2-{2-(4-fluorophenyl)-6-oxo-5-[(phenylmethoxy)carbamido]hydropyrimidinyl}acetamide

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Technology Process of N-{(1S)-1-(methylethyl)-2-[5-(1-methyl-1-phenylethyl)-1,3,4-oxadiazol-2-yl]-2-oxoethyl}-2-{2-(4-fluorophenyl)-6-oxo-5-[(phenylmethoxy)carbamido]hydropyrimidinyl}acetamide

There total 6 articles about N-{(1S)-1-(methylethyl)-2-[5-(1-methyl-1-phenylethyl)-1,3,4-oxadiazol-2-yl]-2-oxoethyl}-2-{2-(4-fluorophenyl)-6-oxo-5-[(phenylmethoxy)carbamido]hydropyrimidinyl}acetamide 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: 91.0%

: 337969-30-9
N-{(1S)-2-hydroxy-1-(methylethyl)-2-[5-(1-methyl-1-phenylethyl)-1,3,4-oxadiazol-2-yl]ethyl}-2-{2-(4-fluorophenyl)-6-oxo-5-[(phenylmethoxy)carbamido]hydropyrimidinyl}acetamide

: 208840-36-2
N-{(1S)-1-(methylethyl)-2-[5-(1-methyl-1-phenylethyl)-1,3,4-oxadiazol-2-yl]-2-oxoethyl}-2-{2-(4-fluorophenyl)-6-oxo-5-[(phenylmethoxy)carbamido]hydropyrimidinyl}acetamide

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 2h;
DOI:10.1021/jm000410y

Reference yield:

: 57625-74-8
methyl 2-methyl-2-phenylpropionate

: 208840-36-2
N-{(1S)-1-(methylethyl)-2-[5-(1-methyl-1-phenylethyl)-1,3,4-oxadiazol-2-yl]-2-oxoethyl}-2-{2-(4-fluorophenyl)-6-oxo-5-[(phenylmethoxy)carbamido]hydropyrimidinyl}acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / hydrazine hydrate / 6.5 h / Heating

2.1: 65 percent / 10 h / Heating

3.1: n-BuLi; MgBr₂*OEt₂ / hexane / 1.5 h / -70 - -45 °C

3.2: 79 percent / hexane; tetrahydrofuran / -45 - -20 °C

4.1: 100 percent / HCl / dioxane / 1.5 h / 20 °C

5.1: 98 percent / HOBt*H₂O; EDC*HCl; N-methylmorpholine / dimethylformamide / 12 h / 20 °C

6.1: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

With 4-methyl-morpholine; hydrogenchloride; n-butyllithium; benzotriazol-1-ol; Dess-Martin periodane; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; magnesium bromide; In 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide; 6.1: Dess-Martin reaction;
DOI:10.1021/jm000410y

Reference yield:

: 252253-32-0
2-(1-methyl-1-phenylethyl)-1,3,4-oxadiazole

: 208840-36-2
N-{(1S)-1-(methylethyl)-2-[5-(1-methyl-1-phenylethyl)-1,3,4-oxadiazol-2-yl]-2-oxoethyl}-2-{2-(4-fluorophenyl)-6-oxo-5-[(phenylmethoxy)carbamido]hydropyrimidinyl}acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi; MgBr₂*OEt₂ / hexane / 1.5 h / -70 - -45 °C

1.2: 79 percent / hexane; tetrahydrofuran / -45 - -20 °C

2.1: 100 percent / HCl / dioxane / 1.5 h / 20 °C

3.1: 98 percent / HOBt*H₂O; EDC*HCl; N-methylmorpholine / dimethylformamide / 12 h / 20 °C

4.1: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

With 4-methyl-morpholine; hydrogenchloride; n-butyllithium; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; magnesium bromide; In 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide; 4.1: Dess-Martin reaction;
DOI:10.1021/jm000410y