(E)-L-[N-Boc-α-glutamyl]-N-[2-(4-hydroxyphenyl)ethenyl]glycinate tert-butyl ester

Base Information

Chemical Name:(E)-L-[N-Boc-α-glutamyl]-N-[2-(4-hydroxyphenyl)ethenyl]glycinate tert-butyl ester
CAS No.:262601-12-7
Molecular Formula:C₂₄H₃₅N₃O₇
Molecular Weight:477.558
Hs Code.:

Synonyms:(E)-L-[N-Boc-α-glutamyl]-N-[2-(4-hydroxyphenyl)ethenyl]glycinate tert-butyl ester

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Chemical Property of (E)-L-[N-Boc-α-glutamyl]-N-[2-(4-hydroxyphenyl)ethenyl]glycinate tert-butyl ester

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Technology Process of (E)-L-[N-Boc-α-glutamyl]-N-[2-(4-hydroxyphenyl)ethenyl]glycinate tert-butyl ester

There total 8 articles about (E)-L-[N-Boc-α-glutamyl]-N-[2-(4-hydroxyphenyl)ethenyl]glycinate tert-butyl ester 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:

: 4-({[2-(4-acetoxy-phenyl)-vinylcarbamoyl]-methyl}-carbamoyl)-4-tert-butoxycarbonylamino-butyric acid tert-butyl ester

: 262601-12-7
(E)-L-[N-Boc-α-glutamyl]-N-[2-(4-hydroxyphenyl)ethenyl]glycinate tert-butyl ester

Guidance literature:: With sodium carbonate; In methanol; ethyl acetate; at 25 ℃; for 1h;
DOI:10.1021/jo991454l

Reference yield:

: 770-05-8
octopamine hydrochloride

: 262601-12-7
(E)-L-[N-Boc-α-glutamyl]-N-[2-(4-hydroxyphenyl)ethenyl]glycinate tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: DCC; i-Pr₂NEt / CH₂Cl₂; dimethylformamide / 17 h / 25 °C

2: pyridine / 1 h / 100 °C

3: 0.508 g / K₂CO₃ / dimethylsulfoxide / 2 h / 95 °C

4: 0.516 g / pyridine / 1 h / 90 °C

5: 94 percent / TFA / CH₂Cl₂ / 0.17 h / 25 °C

6: DCC / CH₂Cl₂ / 1 h / 25 °C

7: Na₂CO₃ / ethyl acetate; methanol / 1 h / 25 °C

With sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; 1: Acylation / 2: Acetylation / 3: Elimination / 4: Acetylation / 5: N-Boc-deprotection / 6: Condensation / 7: Deacetylation;
DOI:10.1021/jo991454l

Reference yield:

: {[2-hydroxy-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-methyl}-carbamic acid tert-butyl ester

: 262601-12-7
(E)-L-[N-Boc-α-glutamyl]-N-[2-(4-hydroxyphenyl)ethenyl]glycinate tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 1 h / 100 °C

2: 0.508 g / K₂CO₃ / dimethylsulfoxide / 2 h / 95 °C

3: 0.516 g / pyridine / 1 h / 90 °C

4: 94 percent / TFA / CH₂Cl₂ / 0.17 h / 25 °C

5: DCC / CH₂Cl₂ / 1 h / 25 °C

6: Na₂CO₃ / ethyl acetate; methanol / 1 h / 25 °C

With sodium carbonate; potassium carbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; 1: Acetylation / 2: Elimination / 3: Acetylation / 4: N-Boc-deprotection / 5: Condensation / 6: Deacetylation;
DOI:10.1021/jo991454l