2-<4-(3,4-dimethoxy-2-N,N-diethylcarbamoyloxyphenyl)-3-pivaloylamino>pyridyl triflate

Base Information

Chemical Name:2-<4-(3,4-dimethoxy-2-N,N-diethylcarbamoyloxyphenyl)-3-pivaloylamino>pyridyl triflate
CAS No.:142643-57-0
Molecular Formula:C₂₄H₃₀F₃N₃O₈S
Molecular Weight:577.579
Hs Code.:

Synonyms:2-<4-(3,4-dimethoxy-2-N,N-diethylcarbamoyloxyphenyl)-3-pivaloylamino>pyridyl triflate

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Chemical Property of 2-<4-(3,4-dimethoxy-2-N,N-diethylcarbamoyloxyphenyl)-3-pivaloylamino>pyridyl triflate

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Technology Process of 2-<4-(3,4-dimethoxy-2-N,N-diethylcarbamoyloxyphenyl)-3-pivaloylamino>pyridyl triflate

There total 4 articles about 2-<4-(3,4-dimethoxy-2-N,N-diethylcarbamoyloxyphenyl)-3-pivaloylamino>pyridyl triflate 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: 75.0%

: 131653-74-2
3,4-dimethoxy-2-(N,N-diethylcarbamoyloxy)phenylboronic acid

: 142643-51-4
2-(4-iodo-3-pivaloylamino)pyridyltriflate

: 142643-57-0
2-<4-(3,4-dimethoxy-2-N,N-diethylcarbamoyloxyphenyl)-3-pivaloylamino>pyridyl triflate

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; toluene; for 12h; Heating;
DOI:10.1016/S0040-4020(01)92191-X

Reference yield:

: 125867-19-8
N-(2-methoxy-3-pyridyl)-2,2-dimethylpropanamide

: 142643-57-0
2-<4-(3,4-dimethoxy-2-N,N-diethylcarbamoyloxyphenyl)-3-pivaloylamino>pyridyl triflate

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / 1.) tetramethylethylenediamine, n-butyllithium; 2.) iodine / 1.) THF/hexane, -78 deg C, 15 min; -25 deg C, 2 h; 2.) THF, -78 deg C, 15 min; -25 deg C, 2 h

2: 91 percent / boron tribromide / CH₂Cl₂ / 10 h / Ambient temperature

3: 91 percent / pyridine / 25 h / Ambient temperature

4: 75 percent / aq. sodium carbonate, ethanol / tetrakistriphenylphosphine palladium ⁽⁰⁾ / toluene / Heating

With n-butyllithium; ethanol; N,N,N,N,-tetramethylethylenediamine; iodine; boron tribromide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In pyridine; dichloromethane; toluene;
DOI:10.1016/0022-328X(95)05979-Y

Reference yield:

: 131653-62-8
2,2-dimethyl-N-(4-iodo-2-methoxy-3-pyridyl)propanamide

: 142643-57-0
2-<4-(3,4-dimethoxy-2-N,N-diethylcarbamoyloxyphenyl)-3-pivaloylamino>pyridyl triflate

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / boron tribromide / CH₂Cl₂ / 10 h / Ambient temperature

2: 91 percent / pyridine / 25 h / Ambient temperature

3: 75 percent / aq. sodium carbonate, ethanol / tetrakistriphenylphosphine palladium ⁽⁰⁾ / toluene / Heating

With ethanol; boron tribromide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In pyridine; dichloromethane; toluene;
DOI:10.1016/0022-328X(95)05979-Y