(S)-3-tert-butoxycarbonylamino-2-({2-[3-(3-hydroxy-phenyl)propylamino]pyrimidine-5-carbonyl}amino)propionic acid methyl ester

Base Information

Chemical Name:(S)-3-tert-butoxycarbonylamino-2-({2-[3-(3-hydroxy-phenyl)propylamino]pyrimidine-5-carbonyl}amino)propionic acid methyl ester
CAS No.:1400706-03-7
Molecular Formula:C₂₃H₃₁N₅O₆
Molecular Weight:473.529
Hs Code.:

Synonyms:(S)-3-tert-butoxycarbonylamino-2-({2-[3-(3-hydroxy-phenyl)propylamino]pyrimidine-5-carbonyl}amino)propionic acid methyl ester

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Chemical Property of (S)-3-tert-butoxycarbonylamino-2-({2-[3-(3-hydroxy-phenyl)propylamino]pyrimidine-5-carbonyl}amino)propionic acid methyl ester

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Technology Process of (S)-3-tert-butoxycarbonylamino-2-({2-[3-(3-hydroxy-phenyl)propylamino]pyrimidine-5-carbonyl}amino)propionic acid methyl ester

There total 5 articles about (S)-3-tert-butoxycarbonylamino-2-({2-[3-(3-hydroxy-phenyl)propylamino]pyrimidine-5-carbonyl}amino)propionic acid methyl 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: 53.0%

: 1400705-42-1
2-[3-(3-hydroxy-phenyl)propylamino]pyrimidine-5-carboxylic acid

: methyl (S)-2-amino-3-tert-butoxycarbonylaminopropanoate hydrochloride

: 1400706-03-7
(S)-3-tert-butoxycarbonylamino-2-({2-[3-(3-hydroxy-phenyl)propylamino]pyrimidine-5-carbonyl}amino)propionic acid methyl ester

Guidance literature:: With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: 10516-71-9
3-(3-Methoxy-phenyl)-propionic acid

: 1400706-03-7
(S)-3-tert-butoxycarbonylamino-2-({2-[3-(3-hydroxy-phenyl)propylamino]pyrimidine-5-carbonyl}amino)propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 4-methyl-morpholine; isopropyl chloroformate / toluene; tetrahydrofuran / 0.83 h / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: borane-THF / tetrahydrofuran / 4 h / Reflux

2.2: 0.5 h / Reflux

3.1: potassium acetate / methanol / 1 h / 150 °C / microwave irradiation

4.1: boron tribromide / dichloromethane / 2 h / 20 °C / Cooling with ice-water

4.2: Cooling with ice

5.1: water; lithium hydroxide monohydrate / 1,4-dioxane / Reflux

5.2: 20 °C / pH ~ 2 - 4

6.1: triethylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C

With 4-methyl-morpholine; borane-THF; lithium hydroxide monohydrate; water; potassium acetate; boron tribromide; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; isopropyl chloroformate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 57854-49-6
3-(3-methoxyphenyl)propionamide

: 1400706-03-7
(S)-3-tert-butoxycarbonylamino-2-({2-[3-(3-hydroxy-phenyl)propylamino]pyrimidine-5-carbonyl}amino)propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: borane-THF / tetrahydrofuran / 4 h / Reflux

1.2: 0.5 h / Reflux

2.1: potassium acetate / methanol / 1 h / 150 °C / microwave irradiation

3.1: boron tribromide / dichloromethane / 2 h / 20 °C / Cooling with ice-water

3.2: Cooling with ice

4.1: water; lithium hydroxide monohydrate / 1,4-dioxane / Reflux

4.2: 20 °C / pH ~ 2 - 4

5.1: triethylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C

With borane-THF; lithium hydroxide monohydrate; water; potassium acetate; boron tribromide; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;