1-tert-butyl 2-methyl (2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate

Base Information

Chemical Name:1-tert-butyl 2-methyl (2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate
CAS No.:934471-10-0
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:1-tert-butyl 2-methyl (2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate

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Chemical Property of 1-tert-butyl 2-methyl (2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate

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Technology Process of 1-tert-butyl 2-methyl (2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate

There total 1 articles about 1-tert-butyl 2-methyl (2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate 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: 92.0%

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

: 934471-10-0
1-tert-butyl 2-methyl (2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 13h; atmospheric pressure;
DOI:10.1016/j.bmc.2007.01.033

Reference yield: 79.0%

: 934471-10-0
1-tert-butyl 2-methyl (2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate

: 100-39-0
benzyl bromide

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

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

Reference yield:

: 934471-10-0
1-tert-butyl 2-methyl (2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate

: (2S)-1-{[(2S,4S)-4-(4-hydroxy-2,6-dimethylphenyl)-2-pyrrolidinyl]carbonyl}-2-pyrrolidinecarbonitrile 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: 79 percent / K₂CO₃ / dimethylformamide / 15 h / 20 °C

2: 100 percent / NaOH / methanol; H₂O / 6 h / 20 °C

3: 93 percent / 1-methanesulfonyloxy-1H-benzotriazole; triethylamine / dimethylformamide / 15 h / 20 °C

4: 56 percent / hydrogen / Pd/C / methanol / 5 h / 20 °C / atmospheric pressure

5: 100 percent / ethanol / 3 h / Heating

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