benzyl (3S,5S)-5-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

Base Information

Chemical Name:benzyl (3S,5S)-5-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate
CAS No.:934006-91-4
Molecular Formula:C₂₃H₃₁N₃O₆
Molecular Weight:445.516
Hs Code.:

Synonyms:benzyl (3S,5S)-5-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

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Chemical Property of benzyl (3S,5S)-5-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

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Technology Process of benzyl (3S,5S)-5-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

There total 4 articles about benzyl (3S,5S)-5-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate 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: 96.0%

: 934006-90-3
(3S,5S)-5-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylic acid

: 100-39-0
benzyl bromide

: 934006-91-4
benzyl (3S,5S)-5-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2007.01.041

Reference yield:

: 898273-26-2
(2S,4S)-1-tert-butoxycarbonyl-4-ethoxycarbonyl-2-pyrrolidinecarboxylic acid

: 934006-91-4
benzyl (3S,5S)-5-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH₂Cl₂ / 4 h / 20 °C

2: 78 percent / NaOH / methanol; H₂O / 2 h / 20 °C

3: 96 percent / K₂CO₃ / dimethylformamide / 2 h / 20 °C

With sodium hydroxide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2007.01.041

Reference yield:

: 862079-64-9
ethyl (3S,5S)-5-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

: 934006-91-4
benzyl (3S,5S)-5-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / NaOH / methanol; H₂O / 2 h / 20 °C

2: 96 percent / K₂CO₃ / dimethylformamide / 2 h / 20 °C

With sodium hydroxide; potassium carbonate; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2007.01.041