5'-benzyloxycarbonyl-4'-ethyl-3-(2-methoxycarbonylethyl)-4,3'-bismethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylic acid

Base Information

Chemical Name:5'-benzyloxycarbonyl-4'-ethyl-3-(2-methoxycarbonylethyl)-4,3'-bismethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylic acid
CAS No.:87250-63-3
Molecular Formula:C₃₀H₃₄N₂O₁₀
Molecular Weight:582.607
Hs Code.:

Synonyms:5'-benzyloxycarbonyl-4'-ethyl-3-(2-methoxycarbonylethyl)-4,3'-bismethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylic acid

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Chemical Property of 5'-benzyloxycarbonyl-4'-ethyl-3-(2-methoxycarbonylethyl)-4,3'-bismethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylic acid

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Technology Process of 5'-benzyloxycarbonyl-4'-ethyl-3-(2-methoxycarbonylethyl)-4,3'-bismethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylic acid

There total 6 articles about 5'-benzyloxycarbonyl-4'-ethyl-3-(2-methoxycarbonylethyl)-4,3'-bismethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylic 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: 65.0%

: 87250-62-2
t-butyl 5'-benzyloxycarbonyl-4'-ethyl-3-(2-methoxycarbonylethyl)-4,3'-bismethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylate

: 87250-63-3
5'-benzyloxycarbonyl-4'-ethyl-3-(2-methoxycarbonylethyl)-4,3'-bismethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylic acid

Guidance literature:: With boron trifluoride diethyl etherate; In nitromethane; at -15 ℃; for 2h;
DOI:10.1016/S0040-4020(01)88706-8

Reference yield:

: 4949-45-5
benzyl 2-methylacetoacetate

: 87250-63-3
5'-benzyloxycarbonyl-4'-ethyl-3-(2-methoxycarbonylethyl)-4,3'-bismethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1.)isoamyl nitrite 2.)AcOH, NH₄OAc, Zn / 1.)0 degC to room temp. 2.)CCl₄ 90-100 deg C, 3 h

2: 75 percent / Tl(III)nitrate trihydrate, HNO₃ / methanol; CH₂Cl₂ / 24 h / Ambient temperature

3: 87.8 percent / Ac₂O / acetic acid / 0.75 h / 80 °C

4: 1.)p-toluenesulphonic acid 2.)NaBH₄ / 1.)CH₂Cl₂, MeOH 3 h 2.)CH₂Cl₂, MeOH NaBH₄

5: 65 percent / BF₃-etherate / nitromethane / 2 h / -15 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; ammonium acetate; nitric acid; acetic anhydride; toluene-4-sulfonic acid; acetic acid; thallium(III) nitrate; zinc; isopentyl nitrite; In methanol; nitromethane; dichloromethane; acetic acid;
DOI:10.1016/S0040-4020(01)88706-8

Reference yield:

: 87238-27-5
benzyl 4-acetyl-3-ethyl-5-methylpyrrole-2-carboxylate

: 87250-63-3
5'-benzyloxycarbonyl-4'-ethyl-3-(2-methoxycarbonylethyl)-4,3'-bismethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / Tl(III)nitrate trihydrate, HNO₃ / methanol; CH₂Cl₂ / 24 h / Ambient temperature

2: 87.8 percent / Ac₂O / acetic acid / 0.75 h / 80 °C

3: 1.)p-toluenesulphonic acid 2.)NaBH₄ / 1.)CH₂Cl₂, MeOH 3 h 2.)CH₂Cl₂, MeOH NaBH₄

4: 65 percent / BF₃-etherate / nitromethane / 2 h / -15 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; nitric acid; acetic anhydride; toluene-4-sulfonic acid; thallium(III) nitrate; In methanol; nitromethane; dichloromethane; acetic acid;
DOI:10.1016/S0040-4020(01)88706-8