tert-butyl 2-{[5-bromo-2-(methoxycarbonyl)thiophen-3-yl]carbamoyl}-4-hydroxy-4-phenylpyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 2-{[5-bromo-2-(methoxycarbonyl)thiophen-3-yl]carbamoyl}-4-hydroxy-4-phenylpyrrolidine-1-carboxylate
CAS No.:1330784-42-3
Molecular Formula:C₂₂H₂₅BrN₂O₆S
Molecular Weight:525.42
Hs Code.:

Synonyms:tert-butyl 2-{[5-bromo-2-(methoxycarbonyl)thiophen-3-yl]carbamoyl}-4-hydroxy-4-phenylpyrrolidine-1-carboxylate

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Chemical Property of tert-butyl 2-{[5-bromo-2-(methoxycarbonyl)thiophen-3-yl]carbamoyl}-4-hydroxy-4-phenylpyrrolidine-1-carboxylate

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Technology Process of tert-butyl 2-{[5-bromo-2-(methoxycarbonyl)thiophen-3-yl]carbamoyl}-4-hydroxy-4-phenylpyrrolidine-1-carboxylate

There total 4 articles about tert-butyl 2-{[5-bromo-2-(methoxycarbonyl)thiophen-3-yl]carbamoyl}-4-hydroxy-4-phenylpyrrolidine-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:

: 107818-55-3
3-amino-5-bromo-thiophene-2-carboxylic acid methyl ester

: 1157846-15-5
(1R,4S)-tert-butyl 6-oxo-4-phenyl-5-oxa-2-azabicyclo[2.2.1]heptane-2-carboxylate

: 1330784-42-3
tert-butyl 2-{[5-bromo-2-(methoxycarbonyl)thiophen-3-yl]carbamoyl}-4-hydroxy-4-phenylpyrrolidine-1-carboxylate

Guidance literature:: 3-amino-5-bromo-thiophene-2-carboxylic acid methyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.5h;

(1R,4S)-tert-butyl 6-oxo-4-phenyl-5-oxa-2-azabicyclo[2.2.1]heptane-2-carboxylate; In tetrahydrofuran; at 20 ℃; for 15h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield:

: 22288-78-4
Methyl 3-aminothiophene-2-carboxylate

: 1330784-42-3
tert-butyl 2-{[5-bromo-2-(methoxycarbonyl)thiophen-3-yl]carbamoyl}-4-hydroxy-4-phenylpyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / acetonitrile / 0 - 20 °C / Cooling with ice

2.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 1 h / -78 - 20 °C

3.1: potassium carbonate; methanol / water / 2 h / 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C

4.2: 15 h / 20 °C

With pyridine; methanol; n-butyllithium; potassium carbonate; diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; water; acetonitrile;

Reference yield:

: 79128-68-0
methyl 3-(2,2,2-trifluoroacetamido)thiophene-2-carboxylate

: 1330784-42-3
tert-butyl 2-{[5-bromo-2-(methoxycarbonyl)thiophen-3-yl]carbamoyl}-4-hydroxy-4-phenylpyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 1 h / -78 - 20 °C

2.1: potassium carbonate; methanol / water / 2 h / 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C

3.2: 15 h / 20 °C

With methanol; n-butyllithium; potassium carbonate; diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; water;