(S)-2-Oxo-6-[(E)-(3-phenyl-acryloyl)amino]-heptanedioic acid dimethyl ester

Base Information

Chemical Name:(S)-2-Oxo-6-[(E)-(3-phenyl-acryloyl)amino]-heptanedioic acid dimethyl ester
CAS No.:178859-60-4
Molecular Formula:C₁₈H₂₁NO₆
Molecular Weight:347.368
Hs Code.:

Synonyms:(S)-2-Oxo-6-[(E)-(3-phenyl-acryloyl)amino]-heptanedioic acid dimethyl ester

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Chemical Property of (S)-2-Oxo-6-[(E)-(3-phenyl-acryloyl)amino]-heptanedioic acid dimethyl ester

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Technology Process of (S)-2-Oxo-6-[(E)-(3-phenyl-acryloyl)amino]-heptanedioic acid dimethyl ester

There total 8 articles about (S)-2-Oxo-6-[(E)-(3-phenyl-acryloyl)amino]-heptanedioic acid dimethyl 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: 64.0%

: (S)-2-Hydroxy-6-[(E)-(3-phenyl-acryloyl)amino]-heptanedioic acid dimethyl ester

: 178859-60-4
(S)-2-Oxo-6-[(E)-(3-phenyl-acryloyl)amino]-heptanedioic acid dimethyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/ja960640v

Reference yield:

: 16338-48-0
L-allylglycine

: 178859-60-4
(S)-2-Oxo-6-[(E)-(3-phenyl-acryloyl)amino]-heptanedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: aq. K₂CO₃

2: 0.17 h

3: 1.) SnCl₄ / 1.) CH₂Cl₂, -55 deg C, 10 min, 2.) CH₂Cl₂, -23 deg C, 4 h

4: 99 percent / H₂, CHCl₃ / 10percent Pd/C / methanol / 24 h / 760 Torr

5: 56 percent / pyridine / 90 h / 20 °C

6: 64 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

With pyridine; chloroform; hydrogen; tin(IV) chloride; potassium carbonate; Dess-Martin periodane; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ja960640v

Reference yield:

: 50299-14-4
N-Acetyl-α-allylglycine

: 178859-60-4
(S)-2-Oxo-6-[(E)-(3-phenyl-acryloyl)amino]-heptanedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / aq. LiOH / 12 h / 38 °C / porcine kidney acylase I

2: aq. K₂CO₃

3: 0.17 h

4: 1.) SnCl₄ / 1.) CH₂Cl₂, -55 deg C, 10 min, 2.) CH₂Cl₂, -23 deg C, 4 h

5: 99 percent / H₂, CHCl₃ / 10percent Pd/C / methanol / 24 h / 760 Torr

6: 56 percent / pyridine / 90 h / 20 °C

7: 64 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

With pyridine; lithium hydroxide; chloroform; hydrogen; tin(IV) chloride; potassium carbonate; Dess-Martin periodane; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ja960640v