tert-butyl (2S,4R)-4-(2-benzyloxy-2,6-dimethylphenyl)-2-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-pyrrolidinecarboxylate

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Chemical Name:tert-butyl (2S,4R)-4-(2-benzyloxy-2,6-dimethylphenyl)-2-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-pyrrolidinecarboxylate
CAS No.:934471-37-1
Molecular Formula:C₃₀H₃₇N₃O₄
Molecular Weight:503.641
Hs Code.:

Synonyms:tert-butyl (2S,4R)-4-(2-benzyloxy-2,6-dimethylphenyl)-2-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-pyrrolidinecarboxylate

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Chemical Property of tert-butyl (2S,4R)-4-(2-benzyloxy-2,6-dimethylphenyl)-2-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-pyrrolidinecarboxylate

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Technology Process of tert-butyl (2S,4R)-4-(2-benzyloxy-2,6-dimethylphenyl)-2-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-pyrrolidinecarboxylate

There total 4 articles about tert-butyl (2S,4R)-4-(2-benzyloxy-2,6-dimethylphenyl)-2-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-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: 93.0%

: 934471-24-6
(2S,4R)-4-(4-benzyloxy-2,6-dimethylphenyl)-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid

: (2S)-pyrrolidine-2-carbonitrile hydrochloride

: 934471-37-1
tert-butyl (2S,4R)-4-(2-benzyloxy-2,6-dimethylphenyl)-2-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-pyrrolidinecarboxylate

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 15h;
DOI:10.1016/j.bmc.2007.01.033

Reference yield:

: 1-tert-butyl 2-methyl (2S)-4-(4-benzyloxy-2,6-dimethylphenyl)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

: 934471-37-1
tert-butyl (2S,4R)-4-(2-benzyloxy-2,6-dimethylphenyl)-2-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / hydrogen / Pd/C / methanol / 13 h / 20 °C / atmospheric pressure

2: 79 percent / K₂CO₃ / dimethylformamide / 15 h / 20 °C

3: 100 percent / NaOH / methanol; H₂O / 6 h / 20 °C

4: 93 percent / 1-methanesulfonyloxy-1H-benzotriazole; triethylamine / dimethylformamide / 15 h / 20 °C

With sodium hydroxide; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2007.01.033

Reference yield:

: 934471-11-1
1-tert-butyl 2-methyl (2S,4R)-4-(4-benzyloxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate

: 934471-37-1
tert-butyl (2S,4R)-4-(2-benzyloxy-2,6-dimethylphenyl)-2-{[(2S)-2-cyano-1-pyrrolidinyl]carbonyl}-1-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / NaOH / methanol; H₂O / 6 h / 20 °C

2: 93 percent / 1-methanesulfonyloxy-1H-benzotriazole; triethylamine / dimethylformamide / 15 h / 20 °C

With sodium hydroxide; triethylamine; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2007.01.033