methyl (E)-N-[(1-benzyl-1H-pyrrolo-2-yl)methylene]glycinate

Base Information

• Chemical Name: methyl (E)-N-[(1-benzyl-1H-pyrrolo-2-yl)methylene]glycinate
• CAS No.: 1006726-65-3
• Molecular Formula: C₁₅H₁₆N₂O₂
• Molecular Weight: 256.304
• Mol file: 1006726-65-3.mol

Synonyms:methyl (E)-N-[(1-benzyl-1H-pyrrolo-2-yl)methylene]glycinate

Chemical Property of methyl (E)-N-[(1-benzyl-1H-pyrrolo-2-yl)methylene]glycinate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of methyl (E)-N-[(1-benzyl-1H-pyrrolo-2-yl)methylene]glycinate

There total 1 articles about methyl (E)-N-[(1-benzyl-1H-pyrrolo-2-yl)methylene]glycinate 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:

1-benzyl-1H-pyrrole-2-carbaldehyde (18159-24-5) + glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) → methyl (E)-N-[(1-benzyl-1H-pyrrolo-2-yl)methylene]glycinate (1006726-65-3)

Guidance literature:

With 4 A molecular sieve; triethylamine; In toluene; at 20 ℃; for 13h;

DOI:10.1002/anie.200703258

Reference yield:

methyl (E)-N-[(1-benzyl-1H-pyrrolo-2-yl)methylene]glycinate (1006726-65-3) + (E)-1,2-bis(phenylsulfonyl)ethylene (963-16-6) → 1'-benzyl-5-(methoxycarbonyl)-1H,1'H-[2,2']-bipyrrole (1006726-35-7)

Guidance literature:

methyl (E)-N-[(1-benzyl-1H-pyrrolo-2-yl)methylene]glycinate; (E)-1,2-bis(phenylsulfonyl)ethylene; With triethylamine; triphenylphosphine; tetrakis(actonitrile)copper(I) hexafluorophosphate; In tetrahydrofuran; at 20 ℃; for 5h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 0.5h; Further stages.;

DOI:10.1002/anie.200703258

Reference yield:

methyl (E)-N-[(1-benzyl-1H-pyrrolo-2-yl)methylene]glycinate (1006726-65-3) + (Z)-β-phenylsulphonylacrylic acid methyl ester (1865-13-0,63068-63-3,91077-67-7) → (2S,3S,4R,5S)-dimethyl 5-(1-benzyl-1H-pyrrol-2-yl)-4-(phenylsulfonyl)pyrrolidine-2,3-dicarboxylate + (2R,3R,4S,5R)-dimethyl 5-(1-benzyl-1H-pyrrol-2-yl)-4-(phenylsulfonyl)pyrrolidine-2,3-dicarboxylate (1130894-48-2)

Guidance literature:

With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; tetrakis(actonitrile)copper(I) hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; optical yield given as %ee; regioselective reaction; Inert atmosphere;

DOI:10.1002/anie.200805063

upstream raw materials:

1-benzyl-1H-pyrrole-2-carbaldehyde

glycine ethyl ester hydrochloride

Downstream raw materials:

1'-benzyl-5-(methoxycarbonyl)-1H,1'H-[2,2']-bipyrrole

(2R,3R,4S,5R)-dimethyl 5-(1-benzyl-1H-pyrrol-2-yl)-4-(phenylsulfonyl)pyrrolidine-2,3-dicarboxylate