3(S)-tert-butoxycarbonylamino-4(S)-fluoromethyl-1-[N-1(R)-phenylethyl]-2-pyrrolidone

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Chemical Name:3(S)-tert-butoxycarbonylamino-4(S)-fluoromethyl-1-[N-1(R)-phenylethyl]-2-pyrrolidone
CAS No.:218281-35-7
Molecular Formula:C₁₈H₂₅FN₂O₃
Molecular Weight:336.407
Hs Code.:

Synonyms:3(S)-tert-butoxycarbonylamino-4(S)-fluoromethyl-1-[N-1(R)-phenylethyl]-2-pyrrolidone

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Chemical Property of 3(S)-tert-butoxycarbonylamino-4(S)-fluoromethyl-1-[N-1(R)-phenylethyl]-2-pyrrolidone

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Technology Process of 3(S)-tert-butoxycarbonylamino-4(S)-fluoromethyl-1-[N-1(R)-phenylethyl]-2-pyrrolidone

There total 6 articles about 3(S)-tert-butoxycarbonylamino-4(S)-fluoromethyl-1-[N-1(R)-phenylethyl]-2-pyrrolidone 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: 72.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 218281-33-5
3(S)-azide-4(S)-fluoromethyl-1-[N-1(R)-phenylethyl]-2-pyrrolidone

: 218281-35-7
3(S)-tert-butoxycarbonylamino-4(S)-fluoromethyl-1-[N-1(R)-phenylethyl]-2-pyrrolidone

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; water; at 20 ℃; for 15h; under 760 Torr;
DOI:10.1248/cpb.48.1667

Reference yield:

: 190957-22-3
(4R,1'R)-1-(1'-phenylethyl)-4-hydroxymethylpyrrolidin-2-one

: 218281-35-7
3(S)-tert-butoxycarbonylamino-4(S)-fluoromethyl-1-[N-1(R)-phenylethyl]-2-pyrrolidone

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₃N / CHCl₃ / 0.5 h / 0 °C

2.1: tetra-n-butylammonium fluoride / tetrahydrofuran / 1.5 h / Heating

3.1: LDA / tetrahydrofuran / 0.25 h / -78 °C

3.2: 73 percent / O₂ / tetrahydrofuran / 0.5 h / -78 °C

4.1: Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

5.1: NaN₃ / dimethylformamide / 16 h / 100 °C

6.1: 72 percent / H₂ / 10 percent Pd/C / H₂O; methanol / 15 h / 20 °C / 760 Torr

With sodium azide; tetrabutyl ammonium fluoride; hydrogen; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.48.1667

Reference yield:

: 252051-14-2
(4R,1'R)-1-(1'-phenylethyl)-4-methanesulfonyloxymethylpyrrolidin-2-one

: 218281-35-7
3(S)-tert-butoxycarbonylamino-4(S)-fluoromethyl-1-[N-1(R)-phenylethyl]-2-pyrrolidone

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetra-n-butylammonium fluoride / tetrahydrofuran / 1.5 h / Heating

2.1: LDA / tetrahydrofuran / 0.25 h / -78 °C

2.2: 73 percent / O₂ / tetrahydrofuran / 0.5 h / -78 °C

3.1: Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

4.1: NaN₃ / dimethylformamide / 16 h / 100 °C

5.1: 72 percent / H₂ / 10 percent Pd/C / H₂O; methanol / 15 h / 20 °C / 760 Torr

With sodium azide; tetrabutyl ammonium fluoride; hydrogen; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.48.1667