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

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Chemical Name: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
CAS No.:862202-04-8
Molecular Formula:C₄₁H₅₆N₂O₁₁S
Molecular Weight:784.968
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 14 articles about 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 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:

: 3-(5-acetoxy-7-allyloxycarbonyl-4-nitro-heptyl)-4-ethyl-5-oxo-2-(toluene-4-sulfonyl)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid di-tert-butyl ester

: 2769-72-4
tert-Butyl isocyanoacetate

: 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

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 - 20 ℃; for 4h;
DOI:10.1246/cl.2005.800

Reference yield:

: 862202-03-7
3-(7-allyloxycarbonyl-5-hydroxy-4-nitro-heptyl)-4-ethyl-5-oxo-2-(toluene-4-sulfonyl)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid di-tert-butyl ester

: 2769-72-4
tert-Butyl isocyanoacetate

: 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

Guidance literature:: 3-(7-allyloxycarbonyl-5-hydroxy-4-nitro-heptyl)-4-ethyl-5-oxo-2-(toluene-4-sulfonyl)-2,5-dihydro-pyrrole-1,2-dicarboxylic acid di-tert-butyl ester; With dmap; acetic anhydride; at 0 - 20 ℃; for 2h; Inert atmosphere;

tert-Butyl isocyanoacetate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; acetonitrile; at -40 - 20 ℃; Inert atmosphere;
DOI:10.1246/bcsj.20100168

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 12 steps

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

2: 67 percent / DBU / tetrahydrofuran / 0 - 20 °C

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

4: toluene / 48 h / 20 °C

5: tetrahydrofuran / 1.5 h / Heating

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

7: aq. HCl / methanol / 20 °C

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

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

10: 64 percent / KOH / tetrahydrofuran / 0 - 20 °C

11: 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 0 °C

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

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; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 2: Barton's method / 10: Henry reaction / 12: Barton's method;
DOI:10.1246/cl.2005.800