ertapenem bis(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester

Base Information

• Chemical Name: ertapenem bis(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester
• CAS No.: 1446142-21-7
• Molecular Formula: C₃₂H₃₃N₃O₁₃S
• Molecular Weight: 699.692
• Mol file: 1446142-21-7.mol

Synonyms:ertapenem bis(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester

Chemical Property of ertapenem bis(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ertapenem bis(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester

There total 4 articles about ertapenem bis(5-methyl-2-oxo-1,3-dioxol-4-yl)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: 17.0%

C36H37N3O15S → ertapenem bis(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester (1446142-21-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

DOI:10.1021/jm500879a

Reference yield:

[4R-[3(3S,5S)-4α,5β,6β(R)]]-3-[[5-[[(3-carboxyphenyl)amino]carbonyl]-3-pyrrolidinyl]thio]-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0.]hept-2-ene-2-carboxylic acid monosodium → ertapenem bis(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester (1446142-21-7)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. phosphate buffer; water; acetone / 0.5 h / 20 °C / pH 7

2: N-benzyl-N,N,N-triethylammonium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 45 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane / N,N-dimethyl-formamide / 0.17 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; N-benzyl-N,N,N-triethylammonium chloride; N-ethyl-N,N-diisopropylamine; In aq. phosphate buffer; water; N,N-dimethyl-formamide; acetone;

DOI:10.1021/ml400092n

Reference yield:

allylcarbamate disodium salt of ertapenem → ertapenem bis(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester (1446142-21-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-benzyl-N,N,N-triethylammonium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 45 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane / N,N-dimethyl-formamide / 0.17 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; N-benzyl-N,N,N-triethylammonium chloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/ml400092n