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

Base Information

• Chemical Name: (3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-3-(4-methylbenzene)propanoic acid methyl ester
• CAS No.: 1589566-54-0
• Molecular Formula: C₂₂H₂₇NO₂
• Molecular Weight: 337.462
• Mol file: 1589566-54-0.mol

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

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

There total 1 articles about (3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-3-(4-methylbenzene)propanoic 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: 95.0%

3-p-tolyl-acrylic acid methyl ester (20754-20-5) + (R)-N-allyl (1-phenylethyl)amine (126275-19-2) → (3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-3-(4-methylbenzene)propanoic acid methyl ester (1589566-54-0)

Guidance literature:

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

3-p-tolyl-acrylic acid methyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h; diastereoselective reaction;

DOI:10.1007/s11426-014-5065-3

Reference yield: 100.0%

(3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-3-(4-methylbenzene)propanoic acid methyl ester (1589566-54-0) → C22H29NO4

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

Reference yield:

(3S)-3-[[(1R)-1-phenylethyl]-2-propen-1-ylamino]-3-(4-methylbenzene)propanoic acid methyl ester (1589566-54-0) → (3S)-3-[[(1R)-1-phenylethyl]-2-hydroxyethylamino]-3-(4-methylbenzene)propanoic acid methyl ester (1589566-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; tert-butyl alcohol; water / 20 °C

2.1: sodium periodate / tetrahydrofuran; water / 20 °C

2.2: 0.5 h / 0 °C

With sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; tert-butyl alcohol;

DOI:10.1007/s11426-014-5065-3

upstream raw materials:

3-p-tolyl-acrylic acid methyl ester

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

Downstream raw materials:

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

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

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