N-[3-bromo-5-(S)-menthoxy-2(5H)-furanonyl] (S)-phenylalanine propargyl ester

Base Information

• Chemical Name: N-[3-bromo-5-(S)-menthoxy-2(5H)-furanonyl] (S)-phenylalanine propargyl ester
• CAS No.: 1365570-68-8
• Molecular Formula: C₂₆H₃₂BrNO₅
• Molecular Weight: 518.448

Synonyms:N-[3-bromo-5-(S)-menthoxy-2(5H)-furanonyl] (S)-phenylalanine propargyl ester

Chemical Property of N-[3-bromo-5-(S)-menthoxy-2(5H)-furanonyl] (S)-phenylalanine propargyl ester

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Technology Process of N-[3-bromo-5-(S)-menthoxy-2(5H)-furanonyl] (S)-phenylalanine propargyl ester

There total 1 articles about N-[3-bromo-5-(S)-menthoxy-2(5H)-furanonyl] (S)-phenylalanine propargyl 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: 83.0%

C23H30BrNO5 (1283058-37-6) + propargyl bromide (106-96-7) → N-[3-bromo-5-(S)-menthoxy-2(5H)-furanonyl] (S)-phenylalanine propargyl ester (1365570-68-8)

Guidance literature:

C₂₃H₃₀BrNO₅; With potassium carbonate; In acetonitrile; for 0.5h; Inert atmosphere;

propargyl bromide; In acetonitrile; at 40 ℃; for 8h; Inert atmosphere;

DOI:10.1007/s11164-011-0429-1

Reference yield: 74.0%

1-azidohexane (6926-45-0) + N-[3-bromo-5-(S)-menthoxy-2(5H)-furanonyl] (S)-phenylalanine propargyl ester (1365570-68-8) → (S)-(1-hexyl-1H-1,2,3-triazol-4-yl)methyl 2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)-3-phenylpropanoate (1369377-66-1)

Guidance literature:

With copper(II) acetate monohydrate; copper; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2012.01.092

Reference yield: 67.0%

N-[3-bromo-5-(S)-menthoxy-2(5H)-furanonyl] (S)-phenylalanine propargyl ester (1365570-68-8) + benzyl azide (622-79-7) → (S)-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl 2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)-3-phenylpropanoate (1369377-50-3)

Guidance literature:

With copper(II) acetate monohydrate; copper; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2012.01.092

upstream raw materials:

C₂₃H₃₀BrNO₅

propargyl bromide

Downstream raw materials:

(S)-(1-hexyl-1H-1,2,3-triazol-4-yl)methyl 2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)-3-phenylpropanoate

(S)-(1-benzyl-1H-1,2,3-triazol-4-yl)methyl 2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)-3-phenylpropanoate

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