4-(2-azidomethyl-2-hydroxymethyl-5-oxo-pyrrolidin-1-yl)-3-(1-ethyl-propylamino)-benzoic acid

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Chemical Name:4-(2-azidomethyl-2-hydroxymethyl-5-oxo-pyrrolidin-1-yl)-3-(1-ethyl-propylamino)-benzoic acid
CAS No.:623162-11-8
Molecular Formula:C₁₈H₂₅N₅O₄
Molecular Weight:375.428
Hs Code.:

Synonyms:4-(2-azidomethyl-2-hydroxymethyl-5-oxo-pyrrolidin-1-yl)-3-(1-ethyl-propylamino)-benzoic acid

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Chemical Property of 4-(2-azidomethyl-2-hydroxymethyl-5-oxo-pyrrolidin-1-yl)-3-(1-ethyl-propylamino)-benzoic acid

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Technology Process of 4-(2-azidomethyl-2-hydroxymethyl-5-oxo-pyrrolidin-1-yl)-3-(1-ethyl-propylamino)-benzoic acid

There total 6 articles about 4-(2-azidomethyl-2-hydroxymethyl-5-oxo-pyrrolidin-1-yl)-3-(1-ethyl-propylamino)-benzoic acid 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: 44.8%

: 623162-09-4
1-(4-methoxycarbonyl-2-(3-pentylamino)phenyl)-5-azidomethyl-5-(benzoyloxymethyl)pyrrolidin-2-one

: 623162-11-8
4-(2-azidomethyl-2-hydroxymethyl-5-oxo-pyrrolidin-1-yl)-3-(1-ethyl-propylamino)-benzoic acid

Guidance literature:: With sodium hydroxide; In methanol; at 20 ℃;
DOI:10.1016/S0968-0896(03)00271-2

Reference yield:

: 221382-08-7
1-(4-methoxycarbonyl-2-nitrophenyl)-5,5-bis(hydroxymethyl)pyrrolidin-2-one

: 623162-11-8
4-(2-azidomethyl-2-hydroxymethyl-5-oxo-pyrrolidin-1-yl)-3-(1-ethyl-propylamino)-benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 76.2 percent / pTsOH / toluene / 24 h / Heating

2: 72.3 percent / NBS / benzene / 30 h / 20 °C

3: 87.1 percent / NaN₃ / dimethylformamide / 20 h / 90 °C

4: 72.3 percent / aq. sodium dithionite / tetrahydrofuran / 5 h / 20 °C

5: AcOH / 36 h

6: 0.90 g / sodium cyanoborohydride; AcOH / 12 h

7: 44.8 percent / aq. NaOH / methanol / 20 °C

With sodium hydroxide; N-Bromosuccinimide; sodium azide; sodium dithionite; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0968-0896(03)00271-2

Reference yield:

: 221382-26-9
1-[4-methoxycarbonyl-2-nitrophenyl]-5,5-spiro(3,5-dioxa-4-phenylcyclohexyl)pyrrolidin-2-one

: 623162-11-8
4-(2-azidomethyl-2-hydroxymethyl-5-oxo-pyrrolidin-1-yl)-3-(1-ethyl-propylamino)-benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 72.3 percent / NBS / benzene / 30 h / 20 °C

2: 87.1 percent / NaN₃ / dimethylformamide / 20 h / 90 °C

3: 72.3 percent / aq. sodium dithionite / tetrahydrofuran / 5 h / 20 °C

4: AcOH / 36 h

5: 0.90 g / sodium cyanoborohydride; AcOH / 12 h

6: 44.8 percent / aq. NaOH / methanol / 20 °C

With sodium hydroxide; N-Bromosuccinimide; sodium azide; sodium dithionite; sodium cyanoborohydride; acetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0968-0896(03)00271-2