methyl (E)-N-[(p-trimethylisilylethynylphenyl)methylene]glycinate

Base Information

• Chemical Name: methyl (E)-N-[(p-trimethylisilylethynylphenyl)methylene]glycinate
• CAS No.: 1392514-26-9
• Molecular Formula: C₁₅H₁₉NO₂Si
• Molecular Weight: 273.407
• Mol file: 1392514-26-9.mol

Synonyms:methyl (E)-N-[(p-trimethylisilylethynylphenyl)methylene]glycinate

Chemical Property of methyl (E)-N-[(p-trimethylisilylethynylphenyl)methylene]glycinate

Chemical Property:

Purity/Quality:

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Technology Process of methyl (E)-N-[(p-trimethylisilylethynylphenyl)methylene]glycinate

There total 1 articles about methyl (E)-N-[(p-trimethylisilylethynylphenyl)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: 92.0%

glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) + 4-[(trimethylsilyl)ethynyl]bezaldehyde (77123-57-0) → methyl (E)-N-[(p-trimethylisilylethynylphenyl)methylene]glycinate (1392514-26-9)

Guidance literature:

With magnesium sulfate; triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja306105b

Reference yield: 71.0%

methyl (E)-N-[(p-trimethylisilylethynylphenyl)methylene]glycinate (1392514-26-9) + fullerene-C60 (99685-96-8,161105-99-3,161106-00-9,111138-12-6,133318-63-5,134053-11-5,134931-35-4,134931-36-5,139703-76-7,145633-27-8,175414-73-0,175414-74-1,175414-75-2,175519-12-7,175519-13-8,175519-14-9,175519-15-0,136376-46-0,144906-37-6,144906-38-7,151767-00-9,152882-97-8,152882-98-9,152882-99-0,153062-34-1,154171-74-1,154171-75-2,154333-99-0,154334-00-6,154397-63-4,154460-59-0,199456-56-9,108739-25-9,120329-57-9,120329-58-0) → cis-(2S,5S)-2-methoxycarbonyl-5-(p-trimethylisilylethynyl)phenylpyrrolidino[3,4:1,2][60]fullerene

Guidance literature:

With [Cu(CH₃CN)₄]PF₆; C₃₅H₃₃FeN₂O₄P; triethylamine; In toluene; at -30 - 20 ℃; Reagent/catalyst; Temperature; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja410408c

Reference yield:

methyl (E)-N-[(p-trimethylisilylethynylphenyl)methylene]glycinate (1392514-26-9) + fullerene-C60 (99685-96-8,161105-99-3,161106-00-9,111138-12-6,133318-63-5,134053-11-5,134931-35-4,134931-36-5,139703-76-7,145633-27-8,175414-73-0,175414-74-1,175414-75-2,175519-12-7,175519-13-8,175519-14-9,175519-15-0,136376-46-0,144906-37-6,144906-38-7,151767-00-9,152882-97-8,152882-98-9,152882-99-0,153062-34-1,154171-74-1,154171-75-2,154333-99-0,154334-00-6,154397-63-4,154460-59-0,199456-56-9,108739-25-9,120329-57-9,120329-58-0) → (2R,5S)-2-carboxymethyl-5-(p-trimethylsilylethynyl)phenylpyrrolidino[3,4:1,2][60]fullerene + cis-(2R,5R)-2-methoxycarbonyl-5-(p-trimethylisilylethynil)phenylpyrrolidino[3,4:1,2][60]fullerene

Guidance literature:

With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; copper(II) bis(trifluoromethanesulfonate); triethylamine; In toluene; at 20 ℃; for 1.5h; optical yield given as %ee; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ja306105b

upstream raw materials:

glycine ethyl ester hydrochloride

4-[(trimethylsilyl)ethynyl]bezaldehyde