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

Base Information

Chemical Name:benzyl (3S,5S)-5-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate
CAS No.:934006-92-5
Molecular Formula:C₂₃H₂₉N₃O₅
Molecular Weight:427.5
Hs Code.:

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

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

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

There total 6 articles about benzyl (3S,5S)-5-{[(2S)-2-cyano-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: 97.0%

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

: 934006-92-5
benzyl (3S,5S)-5-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

Guidance literature:: With pyridine; trifluoroacetic anhydride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/j.bmc.2007.01.041

Reference yield:

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

: 934006-92-5
benzyl (3S,5S)-5-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 4 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

4: 97 percent / trifluoroacetic anhydride; pyridine / tetrahydrofuran / 1 h / 20 °C

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

Reference yield:

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

: 934006-92-5
benzyl (3S,5S)-5-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / K₂CO₃ / dimethylformamide / 2 h / 20 °C

2: 97 percent / trifluoroacetic anhydride; pyridine / tetrahydrofuran / 1 h / 20 °C

With pyridine; potassium carbonate; trifluoroacetic anhydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2007.01.041