(1-{[2-(tert-Butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-6-oxo-1,6-dihydro-[2,3']bipyridinyl-5-yl)-carbamic acid benzyl ester

Base Information

• Chemical Name: (1-{[2-(tert-Butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-6-oxo-1,6-dihydro-[2,3']bipyridinyl-5-yl)-carbamic acid benzyl ester
• CAS No.: 147283-23-6
• Molecular Formula: C₃₂H₄₁F₃N₄O₅Si
• Molecular Weight: 646.782

Synonyms:

Chemical Property of (1-{[2-(tert-Butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-6-oxo-1,6-dihydro-[2,3']bipyridinyl-5-yl)-carbamic acid benzyl ester

Chemical Property:

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Useful:

Technology Process of (1-{[2-(tert-Butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-6-oxo-1,6-dihydro-[2,3']bipyridinyl-5-yl)-carbamic acid benzyl ester

There total 9 articles about (1-{[2-(tert-Butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-6-oxo-1,6-dihydro-[2,3']bipyridinyl-5-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:

t-butyldimethylsiyl triflate (69739-34-0) → (1-{[2-(tert-Butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-6-oxo-1,6-dihydro-[2,3']bipyridinyl-5-yl)-carbamic acid benzyl ester (147283-23-6) + (6-{[2-(tert-Butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methoxy}-[2,3']bipyridinyl-5-yl)-carbamic acid benzyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: 2,6-dimethylpyridine / dichloromethane / 12 h

2: sodium iodide / acetone / 12 h / Ambient temperature

3: sodium hydride / 1.) DMF, RT, 2.) DMF, RT

With 2,6-dimethylpyridine; sodium hydride; sodium iodide; In dichloromethane; acetone;

DOI:10.1021/jm00046a015

Reference yield:

3(RS)-amino-1,1,1-trifluoro-2(RS)-hydroxy-4-methylpentane hydrochloride (106746-09-2) → (1-{[2-(tert-Butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-6-oxo-1,6-dihydro-[2,3']bipyridinyl-5-yl)-carbamic acid benzyl ester (147283-23-6) + (6-{[2-(tert-Butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methoxy}-[2,3']bipyridinyl-5-yl)-carbamic acid benzyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: 4-methyl-morpholine / tetrahydrofuran / 12 h

2: 2,6-dimethylpyridine / dichloromethane / 12 h

3: sodium iodide / acetone / 12 h / Ambient temperature

4: sodium hydride / 1.) DMF, RT, 2.) DMF, RT

With 4-methyl-morpholine; 2,6-dimethylpyridine; sodium hydride; sodium iodide; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1021/jm00046a015

Reference yield:

2-chloro-N-(3,3,3-trifluoro-2-hydroxy-1-isopropylpropyl)acetamide (147269-04-3) → (1-{[2-(tert-Butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-6-oxo-1,6-dihydro-[2,3']bipyridinyl-5-yl)-carbamic acid benzyl ester (147283-23-6) + (6-{[2-(tert-Butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methoxy}-[2,3']bipyridinyl-5-yl)-carbamic acid benzyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: 2,6-dimethylpyridine / dichloromethane / 12 h

2: sodium iodide / acetone / 12 h / Ambient temperature

3: sodium hydride / 1.) DMF, RT, 2.) DMF, RT

With 2,6-dimethylpyridine; sodium hydride; sodium iodide; In dichloromethane; acetone;

DOI:10.1021/jm00046a015

upstream raw materials:

N-(2-tert-Butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropyl-propyl)-2-iodoacetamide

(6-Oxo-1,6-dihydro-[2,3']bipyridinyl-5-yl)-carbamic acid benzyl ester

methyl-3-pyridylketone

t-butyldimethylsiyl triflate

Downstream raw materials:

2-[3-benzyloxycarbonylamino-2-oxo-6-(pyridin-3-yl)-1,2-dihydro-1-pyridyl]-N-(3,3,3-trifluoro-2-hydroxy-1-isopropylpropyl)acetamide

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