di-t-butyl 3-{3-[4-(2-allyloxycarbonylethyl)-5-(t-butoxycarbonyl)-2-formyl-1H-pyrrol-3-yl]propyl}-4-ethyl-5-oxo-2-tosyl-1H-pyrrole-1,2(2H,5H)-dicarboxylate

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Chemical Name:di-t-butyl 3-{3-[4-(2-allyloxycarbonylethyl)-5-(t-butoxycarbonyl)-2-formyl-1H-pyrrol-3-yl]propyl}-4-ethyl-5-oxo-2-tosyl-1H-pyrrole-1,2(2H,5H)-dicarboxylate
CAS No.:862202-05-9
Molecular Formula:C₄₂H₅₆N₂O₁₂S
Molecular Weight:812.979
Hs Code.:

di-t-butyl 3-{3-[4-(2-allyloxycarbonylethyl)-5-(t-butoxycarbonyl)-2-formyl-1H-pyrrol-3-yl]propyl}-4-ethyl-5-oxo-2-tosyl-1H-pyrrole-1,2(2H,5H)-dicarboxylate

Synonyms:di-t-butyl 3-{3-[4-(2-allyloxycarbonylethyl)-5-(t-butoxycarbonyl)-2-formyl-1H-pyrrol-3-yl]propyl}-4-ethyl-5-oxo-2-tosyl-1H-pyrrole-1,2(2H,5H)-dicarboxylate

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Chemical Property of di-t-butyl 3-{3-[4-(2-allyloxycarbonylethyl)-5-(t-butoxycarbonyl)-2-formyl-1H-pyrrol-3-yl]propyl}-4-ethyl-5-oxo-2-tosyl-1H-pyrrole-1,2(2H,5H)-dicarboxylate

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Technology Process of di-t-butyl 3-{3-[4-(2-allyloxycarbonylethyl)-5-(t-butoxycarbonyl)-2-formyl-1H-pyrrol-3-yl]propyl}-4-ethyl-5-oxo-2-tosyl-1H-pyrrole-1,2(2H,5H)-dicarboxylate

There total 15 articles about di-t-butyl 3-{3-[4-(2-allyloxycarbonylethyl)-5-(t-butoxycarbonyl)-2-formyl-1H-pyrrol-3-yl]propyl}-4-ethyl-5-oxo-2-tosyl-1H-pyrrole-1,2(2H,5H)-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: 71.0%

: 862202-04-8
di-t-butyl 3-{3-[4-(2-allyloxycarbonylethyl)-5-(t-butoxycarbonyl)-1H-pyrrol-3-yl]propyl}-4-ethyl-5-oxo-2-tosyl-1H-pyrrole-1,2(2H,5H)-dicarboxylate

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 862202-05-9
di-t-butyl 3-{3-[4-(2-allyloxycarbonylethyl)-5-(t-butoxycarbonyl)-2-formyl-1H-pyrrol-3-yl]propyl}-4-ethyl-5-oxo-2-tosyl-1H-pyrrole-1,2(2H,5H)-dicarboxylate

Guidance literature:: N,N-dimethyl-formamide; With trichlorophosphate; at 20 ℃; Inert atmosphere;

di-t-butyl 3-{3-[4-(2-allyloxycarbonylethyl)-5-(t-butoxycarbonyl)-1H-pyrrol-3-yl]propyl}-4-ethyl-5-oxo-2-tosyl-1H-pyrrole-1,2(2H,5H)-dicarboxylate; at 0 - 65 ℃; for 2.16667h;

With water; sodium acetate; In N,N-dimethyl-formamide;
DOI:10.1246/bcsj.20100168

Reference yield:

: 6-nitro-octane-1,5-diol

: 862202-05-9
di-t-butyl 3-{3-[4-(2-allyloxycarbonylethyl)-5-(t-butoxycarbonyl)-2-formyl-1H-pyrrol-3-yl]propyl}-4-ethyl-5-oxo-2-tosyl-1H-pyrrole-1,2(2H,5H)-dicarboxylate

Guidance literature:: Multi-step reaction with 13 steps

1.1: 4-(dimethylamino)pyridine / tetrahydrofuran / 1 h / 0 - 20 °C

2.1: 67 percent / DBU / tetrahydrofuran / 0 - 20 °C

3.1: N-iodosuccinimide / acetone / 1 h / 20 °C

4.1: toluene / 48 h / 20 °C

5.1: tetrahydrofuran / 1.5 h / Heating

6.1: DMAP / acetonitrile / 1 h / -40 - 20 °C

7.1: aq. HCl / methanol / 20 °C

8.1: iodine; Ph₃P; imidazole / acetonitrile / 1 h / 20 °C

9.1: sodium nitrite; phloroglucinol dihydrate / dimethylformamide / 7 h / 20 °C

10.1: 64 percent / KOH / tetrahydrofuran / 0 - 20 °C

11.1: 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 0 °C

12.1: DBU / acetonitrile / 4 h / 0 - 20 °C

13.1: POCl₃ / 2 h / 65 °C

13.2: 68 percent / aq. NaOAc

With 1H-imidazole; hydrogenchloride; dmap; potassium hydroxide; N-iodo-succinimide; 3,5-dihydroxyphenol; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; sodium nitrite; trichlorophosphate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 2.1: Barton's method / 10.1: Henry reaction / 12.1: Barton's method / 13.1: Vilsmeier reaction;
DOI:10.1246/cl.2005.800

Reference yield:

: 862201-99-8
6-nitrooctane-1,5-diyl diacetate

: 862202-05-9
di-t-butyl 3-{3-[4-(2-allyloxycarbonylethyl)-5-(t-butoxycarbonyl)-2-formyl-1H-pyrrol-3-yl]propyl}-4-ethyl-5-oxo-2-tosyl-1H-pyrrole-1,2(2H,5H)-dicarboxylate

Guidance literature:: Multi-step reaction with 12 steps

1.1: 67 percent / DBU / tetrahydrofuran / 0 - 20 °C

2.1: N-iodosuccinimide / acetone / 1 h / 20 °C

3.1: toluene / 48 h / 20 °C

4.1: tetrahydrofuran / 1.5 h / Heating

5.1: DMAP / acetonitrile / 1 h / -40 - 20 °C

6.1: aq. HCl / methanol / 20 °C

7.1: iodine; Ph₃P; imidazole / acetonitrile / 1 h / 20 °C

8.1: sodium nitrite; phloroglucinol dihydrate / dimethylformamide / 7 h / 20 °C

9.1: 64 percent / KOH / tetrahydrofuran / 0 - 20 °C

10.1: 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 0 °C

11.1: DBU / acetonitrile / 4 h / 0 - 20 °C

12.1: POCl₃ / 2 h / 65 °C

12.2: 68 percent / aq. NaOAc

With 1H-imidazole; hydrogenchloride; dmap; potassium hydroxide; N-iodo-succinimide; 3,5-dihydroxyphenol; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; sodium nitrite; trichlorophosphate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 1.1: Barton's method / 9.1: Henry reaction / 11.1: Barton's method / 12.1: Vilsmeier reaction;
DOI:10.1246/cl.2005.800