2-tert-butyl methyl (2R,3R,4R)-3-phenyl-5-oxopyrrolidine-2,4-dicarboxylate

Base Information

• Chemical Name: 2-tert-butyl methyl (2R,3R,4R)-3-phenyl-5-oxopyrrolidine-2,4-dicarboxylate
• CAS No.: 126301-14-2
• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.357

Synonyms:2-tert-butyl methyl (2R,3R,4R)-3-phenyl-5-oxopyrrolidine-2,4-dicarboxylate

Chemical Property of 2-tert-butyl methyl (2R,3R,4R)-3-phenyl-5-oxopyrrolidine-2,4-dicarboxylate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of 2-tert-butyl methyl (2R,3R,4R)-3-phenyl-5-oxopyrrolidine-2,4-dicarboxylate

There total 6 articles about 2-tert-butyl methyl (2R,3R,4R)-3-phenyl-5-oxopyrrolidine-2,4-dicarboxylate 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: 64.0%

tert-butyl 1,1-dimethyl (2R,3R)-3-<(1R,4R)-bornylideneamino>-2-phenyl-1,1,3-propanetricarboxylate (126301-09-5) → 2-tert-butyl methyl (2R,3R,4R)-3-phenyl-5-oxopyrrolidine-2,4-dicarboxylate (126301-14-2)

Guidance literature:

With hydroxylamine; acetic acid; In ethanol; for 4h; Heating;

DOI:10.1021/jo00008a052

Reference yield:

dimethyl 2-benzylidenepropanedioate (6626-84-2) → 2-tert-butyl methyl (2R,3R,4R)-3-phenyl-5-oxopyrrolidine-2,4-dicarboxylate (126301-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / n-BuLi, t-BuOH / tetrahydrofuran; hexane / 2 h / -78 °C

2: 64 percent / NH₂OH, HOAc / ethanol / 4 h / Heating

With n-butyllithium; hydroxylamine; acetic acid; tert-butyl alcohol; In tetrahydrofuran; ethanol; hexane;

DOI:10.1021/jo00008a052

Reference yield:

tert-butyl ((1R,4R)-bornylideneamino)acetate (110269-68-6) → 2-tert-butyl methyl (2R,3R,4R)-3-phenyl-5-oxopyrrolidine-2,4-dicarboxylate (126301-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / n-BuLi, t-BuOH / tetrahydrofuran; hexane / 2 h / -78 °C

2: 64 percent / NH₂OH, HOAc / ethanol / 4 h / Heating

With n-butyllithium; hydroxylamine; acetic acid; tert-butyl alcohol; In tetrahydrofuran; ethanol; hexane;

DOI:10.1021/jo00008a052

upstream raw materials:

tert-butyl 1,1-dimethyl (2R,3R)-3-<(1R,4R)-bornylideneamino>-2-phenyl-1,1,3-propanetricarboxylate

dimethyl 2-benzylidenepropanedioate

tert-butyl ((1R,4R)-bornylideneamino)acetate

(2S,3R)-2-Methoxycarbonyl-3-phenyl-4-[1,7,7-trimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-pentanedioic acid 5-tert-butyl ester 1-methyl ester

Downstream raw materials:

tert-butyl (2R,3S)-3-phenyl-5-oxopyrrolidine-2-carboxylate

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