(3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-4-methylpentanoic acid methyl ester

Base Information

• Chemical Name: (3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-4-methylpentanoic acid methyl ester
• CAS No.: 1589566-48-2
• Molecular Formula: C₁₈H₂₇NO₂
• Molecular Weight: 289.418
• Mol file: 1589566-48-2.mol

Synonyms:(3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-4-methylpentanoic acid methyl ester

Chemical Property of (3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-4-methylpentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-4-methylpentanoic acid methyl ester

There total 2 articles about (3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-4-methylpentanoic 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: 75.0%

methyl (2E)-4-methylpent-2-enoate (20515-15-5) + (R)-N-allyl (1-phenylethyl)amine (126275-19-2) → (3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-4-methylpentanoic acid methyl ester (1589566-48-2)

Guidance literature:

(R)-N-allyl (1-phenylethyl)amine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

methyl (2E)-4-methylpent-2-enoate; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h; diastereoselective reaction;

DOI:10.1007/s11426-014-5065-3

Reference yield:

(R)-1-phenyl-ethyl-amine (3886-69-9) → (3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-4-methylpentanoic acid methyl ester (1589566-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / -50 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.2: 0.67 h / -78 °C

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1007/s11426-014-5065-3

Reference yield: 100.0%

(3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-4-methylpentanoic acid methyl ester (1589566-48-2) → C18H29NO4 (1589566-55-1)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃;

DOI:10.1007/s11426-014-5065-3

upstream raw materials:

(R)-1-phenyl-ethyl-amine

methyl (2E)-4-methylpent-2-enoate

(R)-N-allyl (1-phenylethyl)amine

Downstream raw materials:

C₁₈H₂₉NO₄

(3S)-3-[[(1R)-1-phenylethyl]-2-hydroxyethylamino]-4-methylpentanoic acid methyl ester

(3S)-3-[[(1R)-1-phenylethyl]-2-iodoethylamino]-4-methylpentanoic acid methyl ester

(2S)-2-isopropyl-1-[(1R)-1-phenylethyl]-4-piperidone