(3S)-(3,4-dimethoxyphenyl)-3-[(2S)-{2,4-dioxo-1-[4-(3-phenylureido)benzyl]-1,3-diazaspiro[4.5]dec-3-yl}-4-methylpentanoylamino]propionic acid

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Chemical Name:(3S)-(3,4-dimethoxyphenyl)-3-[(2S)-{2,4-dioxo-1-[4-(3-phenylureido)benzyl]-1,3-diazaspiro[4.5]dec-3-yl}-4-methylpentanoylamino]propionic acid
CAS No.:306768-56-9
Molecular Formula:C₃₉H₄₇N₅O₈
Molecular Weight:713.831
Hs Code.:

Synonyms:(3S)-(3,4-dimethoxyphenyl)-3-[(2S)-{2,4-dioxo-1-[4-(3-phenylureido)benzyl]-1,3-diazaspiro[4.5]dec-3-yl}-4-methylpentanoylamino]propionic acid

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Chemical Property of (3S)-(3,4-dimethoxyphenyl)-3-[(2S)-{2,4-dioxo-1-[4-(3-phenylureido)benzyl]-1,3-diazaspiro[4.5]dec-3-yl}-4-methylpentanoylamino]propionic acid

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Technology Process of (3S)-(3,4-dimethoxyphenyl)-3-[(2S)-{2,4-dioxo-1-[4-(3-phenylureido)benzyl]-1,3-diazaspiro[4.5]dec-3-yl}-4-methylpentanoylamino]propionic acid

There total 16 articles about (3S)-(3,4-dimethoxyphenyl)-3-[(2S)-{2,4-dioxo-1-[4-(3-phenylureido)benzyl]-1,3-diazaspiro[4.5]dec-3-yl}-4-methylpentanoylamino]propionic acid 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:

: 14737-89-4
3,4-dimethoxy-trans-cinnamic acid

: 306768-56-9
(3S)-(3,4-dimethoxyphenyl)-3-[(2S)-{2,4-dioxo-1-[4-(3-phenylureido)benzyl]-1,3-diazaspiro[4.5]dec-3-yl}-4-methylpentanoylamino]propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: (COCl)2 / CH₂Cl₂ / 3 h / 20 °C

2.1: 39.44 g / CH₂Cl₂ / 20 °C

3.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 97 percent / tetrahydrofuran; hexane / 2 h / -70 °C

4.1: 92 percent / H₂ / 10 percent Pd/C / methanol / 3 h / 750.06 Torr

5.1: TOTU; DIPEA / dimethylformamide / 1 h / 20 °C

6.1: TFA / 0.5 h / 20 °C

With n-butyllithium; oxalyl dichloride; O-[(ethoxycarbonyl)cyanomethyleneamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2002-34389

Reference yield:

: 39856-08-1,141236-46-6
(E)-3,4-dimethoxycinnamic chloride

: 306768-56-9
(3S)-(3,4-dimethoxyphenyl)-3-[(2S)-{2,4-dioxo-1-[4-(3-phenylureido)benzyl]-1,3-diazaspiro[4.5]dec-3-yl}-4-methylpentanoylamino]propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 39.44 g / CH₂Cl₂ / 20 °C

2.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 97 percent / tetrahydrofuran; hexane / 2 h / -70 °C

3.1: 92 percent / H₂ / 10 percent Pd/C / methanol / 3 h / 750.06 Torr

4.1: TOTU; DIPEA / dimethylformamide / 1 h / 20 °C

5.1: TFA / 0.5 h / 20 °C

With n-butyllithium; O-[(ethoxycarbonyl)cyanomethyleneamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2002-34389

Reference yield:

: 40918-98-7
(E)-3-(3,4-dimethoxyphenyl)acrylic acid tert-butyl ester

: 306768-56-9
(3S)-(3,4-dimethoxyphenyl)-3-[(2S)-{2,4-dioxo-1-[4-(3-phenylureido)benzyl]-1,3-diazaspiro[4.5]dec-3-yl}-4-methylpentanoylamino]propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 97 percent / tetrahydrofuran; hexane / 2 h / -70 °C

2.1: 92 percent / H₂ / 10 percent Pd/C / methanol / 3 h / 750.06 Torr

3.1: TOTU; DIPEA / dimethylformamide / 1 h / 20 °C

4.1: TFA / 0.5 h / 20 °C

With n-butyllithium; O-[(ethoxycarbonyl)cyanomethyleneamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide;
DOI:10.1055/s-2002-34389