(3R,4S)-benzyl 3-(2-(tert-butoxycarbonyl(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)amino)acetyl)-4-methylpyrrolidine-1-carboxylate

Base Information

Chemical Name:(3R,4S)-benzyl 3-(2-(tert-butoxycarbonyl(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)amino)acetyl)-4-methylpyrrolidine-1-carboxylate
CAS No.:1428243-40-6
Molecular Formula:C₃₃H₃₇N₅O₇S
Molecular Weight:647.752
Hs Code.:

Synonyms:(3R,4S)-benzyl 3-(2-(tert-butoxycarbonyl(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)amino)acetyl)-4-methylpyrrolidine-1-carboxylate

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Chemical Property of (3R,4S)-benzyl 3-(2-(tert-butoxycarbonyl(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)amino)acetyl)-4-methylpyrrolidine-1-carboxylate

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Technology Process of (3R,4S)-benzyl 3-(2-(tert-butoxycarbonyl(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)amino)acetyl)-4-methylpyrrolidine-1-carboxylate

There total 7 articles about (3R,4S)-benzyl 3-(2-(tert-butoxycarbonyl(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)amino)acetyl)-4-methylpyrrolidine-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: 43.0%

: 1201187-44-1
N-(5-(p-toluenesulfonyl)pyrrolo[2,3-b]pyrazin-2-yl)carbamic acid tert-butyl ester

: 1428243-39-3
(3R,4S)-benzyl 3-(2-bromoacetyl)-4-methylpyrrolidine-1-carboxylate

: 1428243-40-6
(3R,4S)-benzyl 3-(2-(tert-butoxycarbonyl(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)amino)acetyl)-4-methylpyrrolidine-1-carboxylate

Guidance literature:: N-(5-(p-toluenesulfonyl)pyrrolo[2,3-b]pyrazin-2-yl)carbamic acid tert-butyl ester; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 2h;

(3R,4S)-benzyl 3-(2-bromoacetyl)-4-methylpyrrolidine-1-carboxylate; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 2h;

Reference yield:

: 1428243-36-0,1402666-47-0,1428243-71-3
(cis)-1-(benzyloxycarbonyl)-4-methylpyrrolidine-3-carboxylic acid

: 1428243-40-6
(3R,4S)-benzyl 3-(2-(tert-butoxycarbonyl(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)amino)acetyl)-4-methylpyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetonitrile / 16 h

2.1: hydrogenchloride / water; diethyl ether

2.2: 3 h

3.1: tetrahydrofuran; acetonitrile / 2 h / 0 - 10 °C

3.2: 1.5 h / 10 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h

4.2: 2 h / 0 - 20 °C

With hydrogenchloride; sodium hydride; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;

Reference yield:

: 1428243-38-2
(3R,4S)-benzyl 3-(chlorocarbonyl)-4-methylpyrrolidine-1-carboxylate

: 1428243-40-6
(3R,4S)-benzyl 3-(2-(tert-butoxycarbonyl(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)amino)acetyl)-4-methylpyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran; acetonitrile / 2 h / 0 - 10 °C

1.2: 1.5 h / 10 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h

2.2: 2 h / 0 - 20 °C

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; mineral oil;