benzyl 2-acetoxy-d-methyl-4-<2-(methoxycarbonyl)ethyl>-3-<(methoxycarbonyl)methyl>pyrrole-5-carboxylate

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Chemical Name:benzyl 2-acetoxy-d-methyl-4-<2-(methoxycarbonyl)ethyl>-3-<(methoxycarbonyl)methyl>pyrrole-5-carboxylate
CAS No.:143085-36-3
Molecular Formula:C₂₂H₂₅NO₈
Molecular Weight:432.434
Hs Code.:

Synonyms:benzyl 2-acetoxy-d-methyl-4-<2-(methoxycarbonyl)ethyl>-3-<(methoxycarbonyl)methyl>pyrrole-5-carboxylate

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Chemical Property of benzyl 2-acetoxy-d-methyl-4-<2-(methoxycarbonyl)ethyl>-3-<(methoxycarbonyl)methyl>pyrrole-5-carboxylate

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Technology Process of benzyl 2-acetoxy-d-methyl-4-<2-(methoxycarbonyl)ethyl>-3-<(methoxycarbonyl)methyl>pyrrole-5-carboxylate

There total 6 articles about benzyl 2-acetoxy-d-methyl-4-<2-(methoxycarbonyl)ethyl>-3-<(methoxycarbonyl)methyl>pyrrole-5-carboxylate 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: 83.0%

: 108-24-7
acetic anhydride

: 143085-35-2
benzyl 2-hydroxy-d-methyl-4-<2-(methoxycarbonyl)ethyl>-3-<(methoxycarbonyl)methyl>pyrrole-5-carboxylate

: 143085-36-3
benzyl 2-acetoxy-d-methyl-4-<2-(methoxycarbonyl)ethyl>-3-<(methoxycarbonyl)methyl>pyrrole-5-carboxylate

Guidance literature:: With dmap; In dichloromethane; for 48h; Ambient temperature;
DOI:10.1016/S0040-4020(01)81567-2

Reference yield:

: 72423-67-7
benzyl 2-iodo-3<(methoxycarbonyl)methyl>-4-<β-(methoxycarbonyl)ethyl>-5-pyrrolecarboxylate

: 143085-36-3
benzyl 2-acetoxy-d-methyl-4-<2-(methoxycarbonyl)ethyl>-3-<(methoxycarbonyl)methyl>pyrrole-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / H₂, Et₃N / PtO₂ / methanol / 3 h / Ambient temperature

2: 1.) pocL₃ / 1.) CH₂Cl₂, r. t., 30 min, 2.) overnight

3: 1.) R-alpine borane, 2.) 2-aminoethanol / 1.) THF, r. t., overnight

4: 83 percent / DMAP / CH₂Cl₂ / 48 h / Ambient temperature

With dmap; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; hydrogen; ethanolamine; triethylamine; trichlorophosphate; platinum(IV) oxide; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)81567-2

Reference yield:

: 72423-57-5
5-benzyloxycarbonyl-4-(2-methoxycarbonylethyl)-3methoxycarbonylmethylpyrrole-2-carboxylic acid

: 143085-36-3
benzyl 2-acetoxy-d-methyl-4-<2-(methoxycarbonyl)ethyl>-3-<(methoxycarbonyl)methyl>pyrrole-5-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / 1.) NaHCO₃, 2.) I₂, KI / 1.) H₂O, CH₂Cl₂, reflux, 2.) H₂O, reflux, 0.5 h

2: 72 percent / H₂, Et₃N / PtO₂ / methanol / 3 h / Ambient temperature

3: 1.) pocL₃ / 1.) CH₂Cl₂, r. t., 30 min, 2.) overnight

4: 1.) R-alpine borane, 2.) 2-aminoethanol / 1.) THF, r. t., overnight

5: 83 percent / DMAP / CH₂Cl₂ / 48 h / Ambient temperature

With dmap; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; hydrogen; iodine; sodium hydrogencarbonate; ethanolamine; triethylamine; potassium iodide; trichlorophosphate; platinum(IV) oxide; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)81567-2