N-<<(2S,3S)-3-trans-(hydroxycarbonyl)oxiran-2-yl>carbonyl>-L-leucyl-L-proline benzyl ester

Base Information

• Chemical Name: N-<<(2S,3S)-3-trans-(hydroxycarbonyl)oxiran-2-yl>carbonyl>-L-leucyl-L-proline benzyl ester
• CAS No.: 341990-76-9
• Molecular Formula: C₂₂H₂₈N₂O₇
• Molecular Weight: 432.474
• Mol file: 341990-76-9.mol

Synonyms:N-<<(2S,3S)-3-trans-(hydroxycarbonyl)oxiran-2-yl>carbonyl>-L-leucyl-L-proline benzyl ester

Chemical Property of N-<<(2S,3S)-3-trans-(hydroxycarbonyl)oxiran-2-yl>carbonyl>-L-leucyl-L-proline benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<<(2S,3S)-3-trans-(hydroxycarbonyl)oxiran-2-yl>carbonyl>-L-leucyl-L-proline benzyl ester

There total 5 articles about N-<<(2S,3S)-3-trans-(hydroxycarbonyl)oxiran-2-yl>carbonyl>-L-leucyl-L-proline benzyl 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: 63.5%

N-<<(2S,3S)-3-trans-(ethoxycarbonyl)oxiran-2-yl>carbonyl>-L-leucyl-L-proline benzyl ester → N-<<(2S,3S)-3-trans-(hydroxycarbonyl)oxiran-2-yl>carbonyl>-L-leucyl-L-proline benzyl ester (341990-76-9)

Guidance literature:

pig liver esterase;

DOI:10.1021/jm00058a008

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → N-<<(2S,3S)-3-trans-(hydroxycarbonyl)oxiran-2-yl>carbonyl>-L-leucyl-L-proline benzyl ester (341990-76-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / N-methylmorpholine, DCC, HOBt / dimethylformamide / a) O deg C, 1 h, b) RT, overnight

2: 86.4 percent / 98percent HCOOH / Ambient temperature

3: 18 percent / DCC, HOBt, N-methylmorpholine / tetrahydrofuran / a) 0 deg C, 1 h, b) RT, 36 h

4: 63.5 percent / pig liver esterase

With 4-methyl-morpholine; formic acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00058a008

Reference yield:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → N-<<(2S,3S)-3-trans-(hydroxycarbonyl)oxiran-2-yl>carbonyl>-L-leucyl-L-proline benzyl ester (341990-76-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / N-methylmorpholine, DCC, HOBt / dimethylformamide / a) O deg C, 1 h, b) RT, overnight

2: 86.4 percent / 98percent HCOOH / Ambient temperature

3: 18 percent / DCC, HOBt, N-methylmorpholine / tetrahydrofuran / a) 0 deg C, 1 h, b) RT, 36 h

4: 63.5 percent / pig liver esterase

With 4-methyl-morpholine; formic acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00058a008

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

benzyl (2S)-1-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanoyl]pyrrolidine-2-carboxylate