[(3-Benzyloxycarbonylamino-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-6-phenyl-1,2-dihydro-pyridine-4-carbonyl)-amino]-acetic acid benzyl ester

Base Information

• Chemical Name: [(3-Benzyloxycarbonylamino-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-6-phenyl-1,2-dihydro-pyridine-4-carbonyl)-amino]-acetic acid benzyl ester
• CAS No.: 1026703-31-0
• Molecular Formula: C₄₃H₅₁F₃N₄O₈Si
• Molecular Weight: 836.981

Synonyms:

Chemical Property of [(3-Benzyloxycarbonylamino-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-6-phenyl-1,2-dihydro-pyridine-4-carbonyl)-amino]-acetic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(3-Benzyloxycarbonylamino-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-6-phenyl-1,2-dihydro-pyridine-4-carbonyl)-amino]-acetic acid benzyl ester

There total 12 articles about [(3-Benzyloxycarbonylamino-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-6-phenyl-1,2-dihydro-pyridine-4-carbonyl)-amino]-acetic 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:

3(RS)-amino-1,1,1-trifluoro-2(RS)-hydroxy-4-methylpentane hydrochloride (106746-09-2) → [(3-Benzyloxycarbonylamino-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-6-phenyl-1,2-dihydro-pyridine-4-carbonyl)-amino]-acetic acid benzyl ester (1026703-31-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) NMM, isobutyl chloroformate / 1.) THF, from -40 deg C to -20 deg C, 1.5 h, 2.) THF, RT, 1.5 h

2: 2,6-lutidine / tetrahydrofuran / 16 h / Ambient temperature

3: 81 percent / N₂H₄*H₂O / 3 h / Heating

4: 48 percent / 24 h / 120 °C / 1 Torr

5: 96 percent / LiI / pyridine / 14 h / Heating

6: 84 percent / diphenyl phosphoroazidate, TEA / dioxane / 4 h / Heating

7: 53 percent / 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; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium iodide; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; pyridine; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm950684z

Reference yield:

N,N-dimethyl(chlorophenylmethylene)ammonium chloride (2397-26-4) → [(3-Benzyloxycarbonylamino-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-6-phenyl-1,2-dihydro-pyridine-4-carbonyl)-amino]-acetic acid benzyl ester (1026703-31-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaH / 1.) THF, hexane, RT, 4.5 h, 2.) THF, hexane, RT, 1 h

2: 48 percent / 24 h / 120 °C / 1 Torr

3: 96 percent / LiI / pyridine / 14 h / Heating

4: 84 percent / diphenyl phosphoroazidate, TEA / dioxane / 4 h / Heating

5: 53 percent / aq. LiOH*H₂O / ethanol / 7 h / 0 °C

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

With lithium hydroxide; TEA; diphenyl phosphoryl azide; sodium hydride; 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:

dimethyl <2-(ethoxycarbonyl)ethylidene>malonate (174740-67-1) → [(3-Benzyloxycarbonylamino-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-6-phenyl-1,2-dihydro-pyridine-4-carbonyl)-amino]-acetic acid benzyl ester (1026703-31-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaH / 1.) THF, hexane, RT, 4.5 h, 2.) THF, hexane, RT, 1 h

2: 48 percent / 24 h / 120 °C / 1 Torr

3: 96 percent / LiI / pyridine / 14 h / Heating

4: 84 percent / diphenyl phosphoroazidate, TEA / dioxane / 4 h / Heating

5: 53 percent / aq. LiOH*H₂O / ethanol / 7 h / 0 °C

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

With lithium hydroxide; TEA; diphenyl phosphoryl azide; sodium hydride; 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:

Gly-OBz

2-(3-Benzyloxycarbonylamino-4-carboxy-2-oxo-6-phenyl-1,2-dihydro-1-pyridyl)-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide

3(RS)-amino-1,1,1-trifluoro-2(RS)-hydroxy-4-methylpentane hydrochloride

N,N-dimethyl(chlorophenylmethylene)ammonium chloride

Downstream raw materials:

{2,4,8-Trioxo-6-phenyl-7-[(3,3,3-trifluoro-2-hydroxy-1-isopropyl-propylcarbamoyl)-methyl]-1,4,7,8-tetrahydro-2H-pyrido[3,4-d]pyrimidin-3-yl}-acetic acid benzyl ester

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