(E)-5-((2R,5S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-5-phenyl-pent-3-enoic acid methyl ester

Base Information

• Chemical Name: (E)-5-((2R,5S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-5-phenyl-pent-3-enoic acid methyl ester
• CAS No.: 117854-09-8
• Molecular Formula: C₂₁H₂₈N₂O₄
• Molecular Weight: 372.464

Synonyms:(E)-5-((2R,5S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-5-phenyl-pent-3-enoic acid methyl ester

Chemical Property of (E)-5-((2R,5S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-5-phenyl-pent-3-enoic acid methyl ester

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Technology Process of (E)-5-((2R,5S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-5-phenyl-pent-3-enoic acid methyl ester

There total 1 articles about (E)-5-((2R,5S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-5-phenyl-pent-3-enoic acid methyl 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:

(2E,4E)-methyl 5-phenylpenta-2,4-dienoate (38447-05-1,38448-84-9,101934-35-4,121411-05-0,1516-24-1,24196-39-2) + (S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine (78342-42-4) → (E)-5-((2R,5S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-5-phenyl-pent-3-enoic acid methyl ester (117854-09-8)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, -78 deg C, 3 h;

DOI:10.1055/s-1988-27504

Reference yield: 96.0%

(E)-5-((2R,5S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-5-phenyl-pent-3-enoic acid methyl ester (117854-09-8) → Methyl 5-<(2R,5S)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl>-5-phenylpentanoate (117854-11-2)

Guidance literature:

With hydrogen; nickel; In ethanol; for 3h; Ambient temperature;

DOI:10.1055/s-1988-27504

Reference yield: 58.0%

(E)-5-((2R,5S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-5-phenyl-pent-3-enoic acid methyl ester (117854-09-8) → L-Valine methyl ester (4070-48-8) + (E)-(R)-6-Amino-5-phenyl-hept-3-enedioic acid dimethyl ester (117854-14-5)

Guidance literature:

With hydrogenchloride; for 96h; Ambient temperature;

DOI:10.1055/s-1988-27504

upstream raw materials:

(2E,4E)-methyl 5-phenylpenta-2,4-dienoate

(S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine

Downstream raw materials:

L-Valine methyl ester

(E)-(R)-6-Amino-5-phenyl-hept-3-enedioic acid dimethyl ester

Methyl 5-<(2R,5S)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl>-5-phenylpentanoate

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