N₁-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl] oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-N₂-[(4-nitrophenyl)sulfonyl]glycinamide

Base Information

• Chemical Name: N₁-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl] oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-N₂-[(4-nitrophenyl)sulfonyl]glycinamide
• CAS No.: 1297139-09-3
• Molecular Formula: C₂₇H₃₇N₃O₆SSi
• Molecular Weight: 559.759

Synonyms:N₁-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl] oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-N₂-[(4-nitrophenyl)sulfonyl]glycinamide

Chemical Property of N₁-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl] oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-N₂-[(4-nitrophenyl)sulfonyl]glycinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₁-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl] oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-N₂-[(4-nitrophenyl)sulfonyl]glycinamide

There total 6 articles about N₁-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl] oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-N₂-[(4-nitrophenyl)sulfonyl]glycinamide 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:

(1E,3R,4R)-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-phenyl-1,6-heptadien-4-amine (1297139-08-2) + 2-[(4-nitrobenzene)sulfonamido]acetic acid (15054-44-1) → N1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl] oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-N2-[(4-nitrophenyl)sulfonyl]glycinamide (1297139-09-3)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

(4S)-3-[(2R,3R,4E)-3-hydroxy-5-phenyl-2-(2-propen-1-yl)-4-pentenoyl]-4-(phenylmethyl)-1,3-oxazolidin-2-one (1297139-00-4) → N1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl] oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-N2-[(4-nitrophenyl)sulfonyl]glycinamide (1297139-09-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 - 20 °C

1.2: pH ~ 2

2.1: triethylamine; diphenylphosphoranyl azide / toluene / 80 °C

3.1: potassium hydroxide; water / ethanol / 80 °C

3.2: pH ~ 8

4.1: 2,6-dimethylpyridine / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C

With 2,6-dimethylpyridine; lithium hydroxide monohydrate; diphenylphosphoranyl azide; water; dihydrogen peroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

(2R,3R,4E)-3-hydroxy-5-phenyl-2-(2-propen-1-yl)-4-pentenoic acid (1297139-01-5) → N1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl] oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-N2-[(4-nitrophenyl)sulfonyl]glycinamide (1297139-09-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine; diphenylphosphoranyl azide / toluene / 80 °C

2.1: potassium hydroxide; water / ethanol / 80 °C

2.2: pH ~ 8

3.1: 2,6-dimethylpyridine / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C

With 2,6-dimethylpyridine; diphenylphosphoranyl azide; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

4-Nitrobenzenesulfonyl chloride

(1E,3R,4R)-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-phenyl-1,6-heptadien-4-amine

2-[(4-nitrobenzene)sulfonamido]acetic acid

(4S)-3-[(2R,3R,4E)-3-hydroxy-5-phenyl-2-(2-propen-1-yl)-4-pentenoyl]-4-(phenylmethyl)-1,3-oxazolidin-2-one

Downstream raw materials:

1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-4-[(4-nitrophenyl)sulfonyl]-2-piperazinone

4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-2-piperazinone

1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-2-piperazinone

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