(2S)-2-[(5S,7S)-7-(4-benzylpiperazine-1-carbonyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]oct-3-yl]-4-methylpentanoic acid methyl ester

Base Information

• Chemical Name: (2S)-2-[(5S,7S)-7-(4-benzylpiperazine-1-carbonyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]oct-3-yl]-4-methylpentanoic acid methyl ester
• CAS No.: 1219697-01-4
• Molecular Formula: C₂₄H₃₃N₃O₆
• Molecular Weight: 459.543
• Mol file: 1219697-01-4.mol

Synonyms:

Chemical Property of (2S)-2-[(5S,7S)-7-(4-benzylpiperazine-1-carbonyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]oct-3-yl]-4-methylpentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-[(5S,7S)-7-(4-benzylpiperazine-1-carbonyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]oct-3-yl]-4-methylpentanoic acid methyl ester

There total 3 articles about (2S)-2-[(5S,7S)-7-(4-benzylpiperazine-1-carbonyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]oct-3-yl]-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: 72.0%

1-phenylmethylpiperazine (2759-28-6) + (1S,5R,7S)-3-(1-methoxycarbonyl-3(S)-methylbutyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxylic acid methyl ester (1219696-70-4) → (2S)-2-[(5S,7S)-7-(4-benzylpiperazine-1-carbonyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]oct-3-yl]-4-methylpentanoic acid methyl ester (1219697-01-4)

Guidance literature:

at 60 ℃; Neat (no solvent);

DOI:10.1021/jm901734u

Reference yield:

C19H31NO11 (1219696-68-0) → (2S)-2-[(5S,7S)-7-(4-benzylpiperazine-1-carbonyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]oct-3-yl]-4-methylpentanoic acid methyl ester (1219697-01-4)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 0 - 60 °C

2: sulfuric acid; silica gel / toluene / Reflux

3: 60 °C / Neat (no solvent)

With thionyl chloride; sulfuric acid; silica gel; In toluene;

DOI:10.1021/jm901734u

Reference yield:

methyl (L)-leucinate hydrochloride (7517-19-3) → (2S)-2-[(5S,7S)-7-(4-benzylpiperazine-1-carbonyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]oct-3-yl]-4-methylpentanoic acid methyl ester (1219697-01-4)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine; potassium iodide / N,N-dimethyl-formamide / 72 h / 120 °C

2: dichloromethane / 0 - 20 °C / Inert atmosphere

3: thionyl chloride / 0 - 60 °C

4: sulfuric acid; silica gel / toluene / Reflux

5: 60 °C / Neat (no solvent)

With thionyl chloride; sulfuric acid; silica gel; triethylamine; potassium iodide; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm901734u

upstream raw materials:

1-phenylmethylpiperazine

(1S,5R,7S)-3-(1-methoxycarbonyl-3(S)-methylbutyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxylic acid methyl ester

C₁₉H₃₁NO₁₁

methyl (L)-leucinate hydrochloride