N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-leucine benzyl amide

Base Information

• Chemical Name: N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-leucine benzyl amide
• CAS No.: 159086-42-7
• Molecular Formula: C₁₉H₂₆N₂O₅
• Molecular Weight: 362.426
• Mol file: 159086-42-7.mol

Synonyms:N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-leucine benzyl amide

Chemical Property of N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-leucine benzyl amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-leucine benzyl amide

There total 2 articles about N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-leucine benzyl amide 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:

(2S,3S)-diethyl oxirane-2,3-dicarboxylate (3291-46-1,3291-47-2,61937-48-2,66647-17-4,74243-85-9,73890-18-3) → N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-leucine benzyl amide (159086-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 57.7 percent / 0.1M aq. KH₂PO₄, 1M aq. NaOH / 20 °C / pig liver esterase

2: 1.) DCC, 2.) HOBt / 1.) THF, 0.5 h, 2.) THF, a) -5 deg C, 1 h, b) 25 deg C, 2 d

With sodium hydroxide; potassium dihydrogenphosphate; benzotriazol-1-ol; dicyclohexyl-carbodiimide;

DOI:10.1006/bioo.1994.1017

Reference yield:

ethyl (2S,3S)-2,3-epoxysuccinate (63734-73-6,66647-16-3,68521-71-1,89886-73-7,93061-20-2,149884-11-7) + (S)-2-amino-N-benzyl-4-methylpentanamide (80152-39-2) → N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-leucine benzyl amide (159086-42-7)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; Yield given. Multistep reaction; 1.) THF, 0.5 h, 2.) THF, a) -5 deg C, 1 h, b) 25 deg C, 2 d;

DOI:10.1006/bioo.1994.1017

Reference yield: 60.0%

N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-leucine benzyl amide (159086-42-7) → N-((2S,3S)-3-trans-hydroxycarbonyloxiran-2-carbonyl)-L-leucine benzyl amide

Guidance literature:

With phosphate buffer; In acetonitrile; pig liver esterase;

DOI:10.1006/bioo.1994.1017

upstream raw materials:

ethyl (2S,3S)-2,3-epoxysuccinate

(S)-2-amino-N-benzyl-4-methylpentanamide

(2S,3S)-diethyl oxirane-2,3-dicarboxylate

Refernces