1-(1,1-dimethylethyl) 5-methyl (S)-N-(diphenylmethylene)-(4E)-[(thiophene-2-yl)methylene]-L-glutamate

Base Information

• Chemical Name: 1-(1,1-dimethylethyl) 5-methyl (S)-N-(diphenylmethylene)-(4E)-[(thiophene-2-yl)methylene]-L-glutamate
• CAS No.: 868398-07-6
• Molecular Formula: C₂₈H₂₉NO₄S
• Molecular Weight: 475.609

Synonyms:1-(1,1-dimethylethyl) 5-methyl (S)-N-(diphenylmethylene)-(4E)-[(thiophene-2-yl)methylene]-L-glutamate

Chemical Property of 1-(1,1-dimethylethyl) 5-methyl (S)-N-(diphenylmethylene)-(4E)-[(thiophene-2-yl)methylene]-L-glutamate

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Technology Process of 1-(1,1-dimethylethyl) 5-methyl (S)-N-(diphenylmethylene)-(4E)-[(thiophene-2-yl)methylene]-L-glutamate

There total 2 articles about 1-(1,1-dimethylethyl) 5-methyl (S)-N-(diphenylmethylene)-(4E)-[(thiophene-2-yl)methylene]-L-glutamate 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: 88.0%

N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) + methyl 2-[acetoxy(thiophen-2-yl)methyl]acrylate (124957-38-6) → 1-(1,1-dimethylethyl) 5-methyl (S)-N-(diphenylmethylene)-(4E)-[(thiophene-2-yl)methylene]-L-glutamate (868398-07-6)

Guidance literature:

With tetrakis(acetonitrile)copper(I) perchlorate; 1-[4(S)-tert-butyl-2-oxazolin-2-yl]-2(S)-(diphenylphosphino)ferrocene; potassium carbonate; In tetrahydrofuran; at -30 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol900439h

Reference yield:

N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) + methyl 2-[acetoxy(thiophen-2-yl)methyl]acrylate (124957-38-6) → 1-(1,1-dimethylethyl) 5-methyl (R)-N-(diphenylmethylene)-(4E)-[(thiophene-2-yl)methylene]-D-glutamate + 1-(1,1-dimethylethyl) 5-methyl (S)-N-(diphenylmethylene)-(4E)-[(thiophene-2-yl)methylene]-L-glutamate (868398-07-6)

Guidance literature:

With cesium hydroxide; (2R,4R,5S)-1-(anthracen-9-ylmethyl)-5-ethenyl-2-[(S)-(prop-2-en-1-yloxy)(quinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium bromide; In dichloromethane; at -78 ℃; for 48h; Title compound not separated from byproducts;

DOI:10.1021/ja052638m

Reference yield:

1-(1,1-dimethylethyl) 5-methyl (S)-N-(diphenylmethylene)-(4E)-[(thiophene-2-yl)methylene]-L-glutamate (868398-07-6) → 4-(benzhydrylidene-amino)-2-hydroxy-2-(hydroxy-thiophen-2-yl-methyl)-pentanedioic acid 5-tert-butyl ester 1-methyl ester

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In acetone; at 20 ℃; for 16h;

DOI:10.1021/ja052638m

upstream raw materials:

N-(diphenylmethylene)glycine tert-butyl ester

methyl 2-[acetoxy(thiophen-2-yl)methyl]acrylate

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