N--(S)-α-<(2-propenyl)alanyl>>-(R)-alanine methyl ester

Base Information

• Chemical Name: N--(S)-α-<(2-propenyl)alanyl>>-(R)-alanine methyl ester
• CAS No.: 160281-24-3
• Molecular Formula: C₂₉H₄₃N₃O₇
• Molecular Weight: 545.676

Synonyms:

Chemical Property of N--(S)-α-<(2-propenyl)alanyl>>-(R)-alanine methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N--(S)-α-<(2-propenyl)alanyl>>-(R)-alanine methyl ester

There total 4 articles about N--(S)-α-<(2-propenyl)alanyl>>-(R)-alanine 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:

(S)-α-allylalanine (96886-55-4) → N--(S)-α-<(2-propenyl)alanyl>>-(R)-alanine methyl ester (160281-24-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 58 percent / 1 N aq. NaOH

2: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 1 h

3: Zn / tetrahydrofuran / 3 h

4: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 2 h

With sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00094a038

Reference yield:

N-<(2,2,2-Trichloroethoxy)carbonyl>-(S)-α-(2-propenyl)-α-alanine (160281-15-2) → N--(S)-α-<(2-propenyl)alanyl>>-(R)-alanine methyl ester (160281-24-3)

Guidance literature:

Multi-step reaction with 3 steps

1: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 1 h

2: Zn / tetrahydrofuran / 3 h

3: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 2 h

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00094a038

Reference yield:

N--(S)-α-(2-propenyl)-α-alanyl>-(R)-alanine methyl ester (160281-16-3) → N--(S)-α-<(2-propenyl)alanyl>>-(R)-alanine methyl ester (160281-24-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Zn / tetrahydrofuran / 3 h

2: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 2 h

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00094a038

upstream raw materials:

(R)-2-((S)-2-Amino-2-methyl-pent-4-enoylamino)-propionic acid methyl ester

(S)-α-allylalanine

N-<(2,2,2-Trichloroethoxy)carbonyl>-(S)-α-(2-propenyl)-α-alanine

N--(S)-α-(2-propenyl)-α-alanyl>-(R)-alanine methyl ester

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