(3R,6S)-3-[2-(dibenzylamino)ethyl]-5-ethoxy-3,6-dihydro-6-isopropyl-3-methylpyrazin-2(1H)-one

Base Information

• Chemical Name: (3R,6S)-3-[2-(dibenzylamino)ethyl]-5-ethoxy-3,6-dihydro-6-isopropyl-3-methylpyrazin-2(1H)-one
• CAS No.: 1268691-39-9
• Molecular Formula: C₂₆H₃₅N₃O₂
• Molecular Weight: 421.583

Synonyms:(3R,6S)-3-[2-(dibenzylamino)ethyl]-5-ethoxy-3,6-dihydro-6-isopropyl-3-methylpyrazin-2(1H)-one

Chemical Property of (3R,6S)-3-[2-(dibenzylamino)ethyl]-5-ethoxy-3,6-dihydro-6-isopropyl-3-methylpyrazin-2(1H)-one

Chemical Property:

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Technology Process of (3R,6S)-3-[2-(dibenzylamino)ethyl]-5-ethoxy-3,6-dihydro-6-isopropyl-3-methylpyrazin-2(1H)-one

There total 1 articles about (3R,6S)-3-[2-(dibenzylamino)ethyl]-5-ethoxy-3,6-dihydro-6-isopropyl-3-methylpyrazin-2(1H)-one 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%

(3R,6S)-1-benzyl-3-methyl-3-(2-dibenzylaminoethyl)-5-ethoxy-1,6-dihydro-6-isopropylpyrazin-2-(3H)-one (1005193-20-3) → (3R,6S)-3-[2-(dibenzylamino)ethyl]-5-ethoxy-3,6-dihydro-6-isopropyl-3-methylpyrazin-2(1H)-one (1268691-39-9)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; tert-butyl alcohol; at -78 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1002/hlca.201000202

Reference yield: 89.0%

(3R,6S)-3-[2-(dibenzylamino)ethyl]-5-ethoxy-3,6-dihydro-6-isopropyl-3-methylpyrazin-2(1H)-one (1268691-39-9) → 4-(dibenzylamino)-D-isovalyl-L-valine ethyl ester dihydrochloride

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 12h;

DOI:10.1002/hlca.201000202

Reference yield:

(3R,6S)-3-[2-(dibenzylamino)ethyl]-5-ethoxy-3,6-dihydro-6-isopropyl-3-methylpyrazin-2(1H)-one (1268691-39-9) → N2-acetyl-N-[(1S)-1-(ethoxycarbonyl)-2-methylpropyl]-2-methyl-D-α-asparaginyl-4-(dibenzylamino)-D-isovalyl-L-valine ethyl ester (1268691-55-9)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride / ethanol; water / 12 h / 20 °C

2: triethylamine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / tetrahydrofuran / 12 h / 20 °C

3: hydrogenchloride / ethanol; water / 12 h / 20 °C

4: triethylamine / dichloromethane

With hydrogenchloride; triethylamine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1002/hlca.201000202

upstream raw materials:

(3R,6S)-1-benzyl-3-methyl-3-(2-dibenzylaminoethyl)-5-ethoxy-1,6-dihydro-6-isopropylpyrazin-2-(3H)-one

Downstream raw materials:

4-(dibenzylamino)-N-{2-[(2R,5S)-6-ethoxy-2,3,4,5-tetrahydro-2-methyl-5-isopropyl-3-oxopyrazin-2-yl]acetyl}-D-isovalyl-L-valine ethyl ester

N2-acetyl-N-[(1S)-1-(ethoxycarbonyl)-2-methylpropyl]-2-methyl-D-α-asparaginyl-4-(dibenzylamino)-D-isovalyl-L-valine ethyl ester

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