N-<1'',1''-Bis(methoxycarbonyl)-2''-(phenylthio)ethyl>-2'-isopropyl-<2,4'-bioxazole>-4-carboxamide

Base Information

Chemical Name:N-<1'',1''-Bis(methoxycarbonyl)-2''-(phenylthio)ethyl>-2'-isopropyl-<2,4'-bioxazole>-4-carboxamide
CAS No.:153180-20-2
Molecular Formula:C₂₂H₂₃N₃O₇S
Molecular Weight:473.507
Hs Code.:

Synonyms:N-<1'',1''-Bis(methoxycarbonyl)-2''-(phenylthio)ethyl>-2'-isopropyl-<2,4'-bioxazole>-4-carboxamide

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Chemical Property of N-<1'',1''-Bis(methoxycarbonyl)-2''-(phenylthio)ethyl>-2'-isopropyl-<2,4'-bioxazole>-4-carboxamide

Chemical Property:

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Technology Process of N-<1'',1''-Bis(methoxycarbonyl)-2''-(phenylthio)ethyl>-2'-isopropyl-<2,4'-bioxazole>-4-carboxamide

There total 16 articles about N-<1'',1''-Bis(methoxycarbonyl)-2''-(phenylthio)ethyl>-2'-isopropyl-<2,4'-bioxazole>-4-carboxamide 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:

: 153180-28-0
Diethyl <(isobutyryl)amino>malonate

: 153180-20-2
N-<1'',1''-Bis(methoxycarbonyl)-2''-(phenylthio)ethyl>-2'-isopropyl-<2,4'-bioxazole>-4-carboxamide

Guidance literature:: Multi-step reaction with 12 steps

1: methanol

2: NaOMe / TBAB / dimethylformamide / Ambient temperature

3: 1.) NCS, 2.) EtN(i-Pr)2 / 1.) DMF, r.t., 20 min, 2.) 16 h

4: K₂CO₃ / methanol / 1 h / Heating

5: NaOH / methanol / Ambient temperature

6: Et₃N / tetrahydrofuran / 3 h / Ambient temperature

7: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

8: 1.) NCS, 2.) EtN(i-Pr)2 / 1.) DMF, r.t., 2 h, 2.) 16 h

9: 90 percent / K₂CO₃ / methanol / 4 h / Ambient temperature

10: 96 percent / NaOH / methanol / Ambient temperature

11: Et₃N / tetrahydrofuran / 3 h / Ambient temperature

12: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

With dmap; sodium hydroxide; N-chloro-succinimide; sodium methylate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; tetrabutylammomium bromide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00073a040

Reference yield:

: 2-Isobutyrylamino-malonic acid dimethyl ester

: 153180-20-2
N-<1'',1''-Bis(methoxycarbonyl)-2''-(phenylthio)ethyl>-2'-isopropyl-<2,4'-bioxazole>-4-carboxamide

Guidance literature:: Multi-step reaction with 11 steps

1: NaOMe / TBAB / dimethylformamide / Ambient temperature

2: 1.) NCS, 2.) EtN(i-Pr)2 / 1.) DMF, r.t., 20 min, 2.) 16 h

3: K₂CO₃ / methanol / 1 h / Heating

4: NaOH / methanol / Ambient temperature

5: Et₃N / tetrahydrofuran / 3 h / Ambient temperature

6: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

7: 1.) NCS, 2.) EtN(i-Pr)2 / 1.) DMF, r.t., 2 h, 2.) 16 h

8: 90 percent / K₂CO₃ / methanol / 4 h / Ambient temperature

9: 96 percent / NaOH / methanol / Ambient temperature

10: Et₃N / tetrahydrofuran / 3 h / Ambient temperature

11: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

With dmap; sodium hydroxide; N-chloro-succinimide; sodium methylate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; tetrabutylammomium bromide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00073a040

Reference yield:

: 7205-91-6
phenylthiomethyl chloride

: 153180-20-2
N-<1'',1''-Bis(methoxycarbonyl)-2''-(phenylthio)ethyl>-2'-isopropyl-<2,4'-bioxazole>-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: NaOMe / TBAB / dimethylformamide / 16 h / Ambient temperature

2: 98 percent / TFA / CH₂Cl₂ / Ambient temperature

3: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

With dmap; sodium methylate; triethylamine; trifluoroacetic acid; tetrabutylammomium bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00073a040