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

Base Information

• Chemical Name: 1-tert-butyl 2-methyl (2S,4R)-4-(4-benzyloxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate
• CAS No.: 934471-11-1
• Molecular Formula: C₂₆H₃₃NO₅
• Molecular Weight: 439.552

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

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

Chemical Property:

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

There total 2 articles about 1-tert-butyl 2-methyl (2S,4R)-4-(4-benzyloxy-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: 79.0%

1-tert-butyl 2-methyl (2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate (934471-10-0) + benzyl bromide (100-39-0) → 1-tert-butyl 2-methyl (2S,4R)-4-(4-benzyloxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate (934471-11-1)

Guidance literature:

With potassium carbonate; 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 → 1-tert-butyl 2-methyl (2S,4R)-4-(4-benzyloxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate (934471-11-1)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2007.01.033

Reference yield: 100.0%

1-tert-butyl 2-methyl (2S,4R)-4-(4-benzyloxy-2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate (934471-11-1) → (2S,4R)-4-(4-benzyloxy-2,6-dimethylphenyl)-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid (934471-24-6)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; for 6h;

DOI:10.1016/j.bmc.2007.01.033

upstream raw materials:

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

benzyl bromide

Downstream raw materials:

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

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

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

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