tert-butyl (2R)-2-{(1R,2S)-2-methoxy-1-[(4-methoxyphenyl)amino]-2-methylpentyl}-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

Base Information

Chemical Name:tert-butyl (2R)-2-{(1R,2S)-2-methoxy-1-[(4-methoxyphenyl)amino]-2-methylpentyl}-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate
CAS No.:335680-41-6
Molecular Formula:C₂₃H₃₄N₂O₅
Molecular Weight:418.533
Hs Code.:

Synonyms:tert-butyl (2R)-2-{(1R,2S)-2-methoxy-1-[(4-methoxyphenyl)amino]-2-methylpentyl}-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

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Chemical Property of tert-butyl (2R)-2-{(1R,2S)-2-methoxy-1-[(4-methoxyphenyl)amino]-2-methylpentyl}-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

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Technology Process of tert-butyl (2R)-2-{(1R,2S)-2-methoxy-1-[(4-methoxyphenyl)amino]-2-methylpentyl}-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

There total 10 articles about tert-butyl (2R)-2-{(1R,2S)-2-methoxy-1-[(4-methoxyphenyl)amino]-2-methylpentyl}-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate 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: 31.0%

: 141293-28-9
N-(tert-butoxycarbonyl)-2-[(tert-butyldimethylsilyl)oxy]pyrrole

: 1026253-35-9
[(S)-2-Methoxy-2-methyl-pent-(E)-ylidene]-(4-methoxy-phenyl)-amine

: 335673-29-5
tert-butyl (2S)-2-{(1S,2S)-2-methoxy-1-[(4-methoxyphenyl)amino]-2-methylpentyl}-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

: 335680-41-6
tert-butyl (2R)-2-{(1R,2S)-2-methoxy-1-[(4-methoxyphenyl)amino]-2-methylpentyl}-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

Guidance literature:: With magnesium sulfate; ytterbium(III) triflate; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo0162890

Reference yield:

: 16958-19-3
(2E)-2-methyl-2-penten-1-ol

: 335680-41-6
tert-butyl (2R)-2-{(1R,2S)-2-methoxy-1-[(4-methoxyphenyl)amino]-2-methylpentyl}-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: (-)-dimethyl D-tartrate; titanium tetraisopropoxide; tert-butylhydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 4 h / -20 °C

2: 7.35 g / trimethylphosphite; triethylamine / CH₂Cl₂; decane / 1.5 h

3: 63 percent / lithium aluminum hydride / tetrahydrofuran / 0 - 20 °C

4: 98 percent / sodium hydride / tetrahydrofuran / 16 h / 0 - 20 °C

5: 98 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 16 h / 0 - 20 °C

6: hydrogen / 20percent Pd(OH)2 on carbon / CH₂Cl₂ / 3.5 h

7: 1.74 g / pyridinium chlorochromate; molecular sieves 4 Angstroem; Celite / CH₂Cl₂ / 1.5 h / 20 °C

8: Yb(OTf)3; MgSO₄ / CH₂Cl₂ / 0.5 h / 20 °C

9: 31 percent / Yb(OTf)3; MgSO₄ / CH₂Cl₂ / 1 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; Dimethyl D-tartrate; 4 A molecular sieve; Celite; hydrogen; sodium hexamethyldisilazane; sodium hydride; magnesium sulfate; triethylamine; pyridinium chlorochromate; ytterbium(III) triflate; phosphorous acid trimethyl ester; 4 A molecular sieve; In tetrahydrofuran; decane; dichloromethane;
DOI:10.1021/jo0162890

Reference yield:

: 1567-14-2
methyl (2E)-2-methyl-2-pentenoate

: 335680-41-6
tert-butyl (2R)-2-{(1R,2S)-2-methoxy-1-[(4-methoxyphenyl)amino]-2-methylpentyl}-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1: 80 percent / lithium aluminum hydride / diethyl ether / 2 h / 0 - 20 °C

2: (-)-dimethyl D-tartrate; titanium tetraisopropoxide; tert-butylhydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 4 h / -20 °C

3: 7.35 g / trimethylphosphite; triethylamine / CH₂Cl₂; decane / 1.5 h

4: 63 percent / lithium aluminum hydride / tetrahydrofuran / 0 - 20 °C

5: 98 percent / sodium hydride / tetrahydrofuran / 16 h / 0 - 20 °C

6: 98 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 16 h / 0 - 20 °C

7: hydrogen / 20percent Pd(OH)2 on carbon / CH₂Cl₂ / 3.5 h

8: 1.74 g / pyridinium chlorochromate; molecular sieves 4 Angstroem; Celite / CH₂Cl₂ / 1.5 h / 20 °C

9: Yb(OTf)3; MgSO₄ / CH₂Cl₂ / 0.5 h / 20 °C

10: 31 percent / Yb(OTf)3; MgSO₄ / CH₂Cl₂ / 1 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; Dimethyl D-tartrate; 4 A molecular sieve; Celite; hydrogen; sodium hexamethyldisilazane; sodium hydride; magnesium sulfate; triethylamine; pyridinium chlorochromate; ytterbium(III) triflate; phosphorous acid trimethyl ester; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; decane; dichloromethane;
DOI:10.1021/jo0162890