(4-Benzylcarbamoyl-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-1,2-dihydro-pyridin-3-yl)-carbamic acid benzyl ester

Base Information

• Chemical Name: (4-Benzylcarbamoyl-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-1,2-dihydro-pyridin-3-yl)-carbamic acid benzyl ester
• CAS No.: 1026415-73-5
• Molecular Formula: C₃₅H₄₅F₃N₄O₆Si
• Molecular Weight: 702.846

Synonyms:

Chemical Property of (4-Benzylcarbamoyl-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-1,2-dihydro-pyridin-3-yl)-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-Benzylcarbamoyl-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-1,2-dihydro-pyridin-3-yl)-carbamic acid benzyl ester

There total 16 articles about (4-Benzylcarbamoyl-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-1,2-dihydro-pyridin-3-yl)-carbamic acid benzyl 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:

dimethyl <3-(dimethylamino)-2-(ethoxycarbonyl)-2-propenylidene>malonate (33707-21-0) → (4-Benzylcarbamoyl-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-1,2-dihydro-pyridin-3-yl)-carbamic acid benzyl ester (1026415-73-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 71 percent / ethanol / 16 h / Heating

2: LiI / pyridine / 14 h / Heating

3: diphenyl phosphorazidate, TEA / dioxane / 4 h / Heating

4: aq. LiOH*H₂O / ethanol / 7 h / 0 °C

5: HOBt, EDAC / dimethylformamide / 16 h / Ambient temperature

With lithium hydroxide; TEA; diphenyl phosphoryl azide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium iodide; In 1,4-dioxane; pyridine; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm950684z

Reference yield:

3(RS)-amino-1,1,1-trifluoro-2(RS)-hydroxy-4-methylpentane hydrochloride (106746-09-2) → (4-Benzylcarbamoyl-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-1,2-dihydro-pyridin-3-yl)-carbamic acid benzyl ester (1026415-73-5)

Guidance literature:

Multi-step reaction with 8 steps

1: NMM / tetrahydrofuran / 3 h / 0 °C

2: 62 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / Ambient temperature

3: 96 percent / NaI / acetone / 16 h / Ambient temperature

4: 58 percent / DBU / dimethylformamide / 24 h / Ambient temperature

5: LiI / pyridine / 14 h / Heating

6: diphenyl phosphorazidate, TEA / dioxane / 4 h / Heating

7: aq. LiOH*H₂O / ethanol / 7 h / 0 °C

8: HOBt, EDAC / dimethylformamide / 16 h / Ambient temperature

With 4-methyl-morpholine; 2,6-dimethylpyridine; lithium hydroxide; TEA; diphenyl phosphoryl azide; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; lithium iodide; In tetrahydrofuran; 1,4-dioxane; pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm950684z

Reference yield:

dimethyl <2-(ethoxycarbonyl)ethylidene>malonate (174740-67-1) → (4-Benzylcarbamoyl-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-1,2-dihydro-pyridin-3-yl)-carbamic acid benzyl ester (1026415-73-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / dimethylformamide / 3 h / 80 °C

2: 71 percent / ethanol / 16 h / Heating

3: LiI / pyridine / 14 h / Heating

4: diphenyl phosphorazidate, TEA / dioxane / 4 h / Heating

5: aq. LiOH*H₂O / ethanol / 7 h / 0 °C

6: HOBt, EDAC / dimethylformamide / 16 h / Ambient temperature

With lithium hydroxide; TEA; diphenyl phosphoryl azide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium iodide; In 1,4-dioxane; pyridine; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm950684z

upstream raw materials:

benzylamine

2-(3-benzyloxycarbonylamino-4-carboxy-2-oxo-1,2-dihydro-1-pyridyl)-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide

t-butyldimethylsiyl triflate

dimethyl <3-(dimethylamino)-2-(ethoxycarbonyl)-2-propenylidene>malonate

Downstream raw materials:

2-(3-Benzyl-2,4,8-trioxo-1,2,3,4,7,8-hexahydropyrido[3,4-d]-pyrimidin-7-yl)-N-(3,3,3-trifluoro-2-hydroxy-1-isopropylpropyl)acetamide

2-(3-Benzyl-2,4,8-trioxo-1,2,3,4,7,8-hexahydropyrido[3,4-d]pyrimidin-7-yl)-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide

2-(3-Benzyl-2,4,8-trioxo-1,2,3,4,7,8-hexahydropyrido[3,4-d]-pyrimidin-7-yl)-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide

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