(RS)-(3-benzyloxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)acetic acid tert-butyl ester

Base Information

Chemical Name:(RS)-(3-benzyloxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)acetic acid tert-butyl ester
CAS No.:362470-32-4
Molecular Formula:C₁₉H₂₇NO₄
Molecular Weight:333.428
Hs Code.:

Synonyms:(RS)-(3-benzyloxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)acetic acid tert-butyl ester

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Chemical Property of (RS)-(3-benzyloxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)acetic acid tert-butyl ester

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Technology Process of (RS)-(3-benzyloxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)acetic acid tert-butyl ester

There total 2 articles about (RS)-(3-benzyloxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)acetic acid tert-butyl ester 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: 96.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 362470-30-2
(+/-)-3-benzyloxy-4,4-dimethylpyrrolidin-2-one

: 362470-32-4
(RS)-(3-benzyloxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)acetic acid tert-butyl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1021/jo010425j

Reference yield:

: 117895-47-3
3-(benzyloxy)-4,4-dimethyldihydrofuran-2(3H)-one

: 362470-32-4
(RS)-(3-benzyloxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NH₃ aq. / H₂O / 9 h / 230 °C

2: 96 percent / sodium hydride / tetrahydrofuran / 12 h / 20 °C

With ammonium hydroxide; sodium hydride; In tetrahydrofuran; water;
DOI:10.1021/jo010425j

Reference yield:

: 362470-32-4
(RS)-(3-benzyloxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)acetic acid tert-butyl ester

: 362470-66-4
(S)-1-carbamoylmethyl-4,4-dimethyl-2-oxopyrrolidinyl (S)-2-(4-isobutylphenyl)propionate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / H₂ / Pd/C / ethyl acetate / 3 h / 20 °C

2.1: 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 12 h / 20 °C

3.1: 95 percent / Na₂CO₃ / methanol; H₂O / 1.5 h / 20 °C

4.1: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

5.1: rink amide linker modified polystyrene grafted crowns; piperidine; benzotriazolyloxy-tris(dimethylamino)phosphonium⁽¹⁺⁾ PF₆^(1-) / diisopropylethylamine / dimethylformamide / 12 h / 20 °C

5.2: triethylamine / tetrahydrofuran / 12 h / 0 °C

5.3: 94 mg / trifluoroacetic acid / CH₂Cl₂ / 0.67 h

With piperidine; dmap; rink amide linker modified polystyrene grafted crowns; hydrogen; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo010425j