(+)-(S)-3-(2,4-dimethyl-5-ethoxycarbonyl-1H-pyrrol-3-yl)butyl p-toluenesulfonate

Base Information

Chemical Name:(+)-(S)-3-(2,4-dimethyl-5-ethoxycarbonyl-1H-pyrrol-3-yl)butyl p-toluenesulfonate
CAS No.:166664-03-5
Molecular Formula:C₂₀H₂₇NO₅S
Molecular Weight:393.504
Hs Code.:

Synonyms:(+)-(S)-3-(2,4-dimethyl-5-ethoxycarbonyl-1H-pyrrol-3-yl)butyl p-toluenesulfonate

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Chemical Property of (+)-(S)-3-(2,4-dimethyl-5-ethoxycarbonyl-1H-pyrrol-3-yl)butyl p-toluenesulfonate

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Technology Process of (+)-(S)-3-(2,4-dimethyl-5-ethoxycarbonyl-1H-pyrrol-3-yl)butyl p-toluenesulfonate

There total 2 articles about (+)-(S)-3-(2,4-dimethyl-5-ethoxycarbonyl-1H-pyrrol-3-yl)butyl p-toluenesulfonate 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: 84.0%

: 98-59-9
p-toluenesulfonyl chloride

: 166664-01-3
(+)-(S)-3-(2,4-dimethyl-5-(ethoxycarbonyl)-1H-pyrrol-3-yl)butanol

: 166664-03-5
(+)-(S)-3-(2,4-dimethyl-5-ethoxycarbonyl-1H-pyrrol-3-yl)butyl p-toluenesulfonate

Guidance literature:: With triethylamine; In dichloromethane; a) 0 deg C, 1 h, b) from 0 deg C to RT, 15 h;

Reference yield:

: 144831-24-3
(+)-3-<2,4-dimethyl-5-(ethoxycarbonyl)-1H-pyrrol-3-yl>butanoic acid

: 166664-03-5
(+)-(S)-3-(2,4-dimethyl-5-ethoxycarbonyl-1H-pyrrol-3-yl)butyl p-toluenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: borane / tetrahydrofuran

2: Et₃N

With borane; triethylamine; In tetrahydrofuran; 1: Reduction / 2: Condensation;
DOI:10.1002/jhet.5570360424

Reference yield:

: 166664-03-5
(+)-(S)-3-(2,4-dimethyl-5-ethoxycarbonyl-1H-pyrrol-3-yl)butyl p-toluenesulfonate

: 166664-04-6
(+)-(S)-5-(2,4-dimethyl-5-(ethoxycarbonyl)-1H-pyrrol-3-yl)hexanol p-toluenesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / NaI / acetone / 3 h / Heating

2: K₂CO₃, Cs₂CO₃ / dimethylformamide / 24 h / Ambient temperature

3: 89 percent / Pd(OAc)2, PPh₃, NEt₃, HCOOH / dioxane / 8 h / Heating

4: 96 percent / BH₃*THF / tetrahydrofuran / 16 h / -20 - 20 °C

5: 84 percent / NEt₃ / CH₂Cl₂ / a) 0 deg C, 1 h, b) from 0 deg C to RT, 15 h

With palladium diacetate; formic acid; borane-THF; potassium carbonate; caesium carbonate; triethylamine; triphenylphosphine; sodium iodide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetone;