acetyloxymethyl (5R,6R)-3-(carbamoyloxymethyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Base Information

• Chemical Name: acetyloxymethyl (5R,6R)-3-(carbamoyloxymethyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• CAS No.: 99376-22-4
• Molecular Formula: C₁₃H₁₆N₂O₈S
• Molecular Weight: 360.345
• Mol file: 99376-22-4.mol

Synonyms:RITIPENEM ACOXIL;4-Thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-6-(1-hydroxyethyl)-7-oxo-, (acetyloxy)methyl ester, [5R-[5α,6α(R*)]]-;Ritipenem acetoxymethyl ester;

Chemical Property of acetyloxymethyl (5R,6R)-3-(carbamoyloxymethyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Chemical Property:

• Vapor Pressure: 5.4E-20mmHg at 25°C
• Boiling Point: 656°Cat760mmHg
• Flash Point: 350.6°C
• PSA: 170.76000
• Density: 1.57g/cm³
• LogP: -0.09260

Purity/Quality:

99% ^*data from raw suppliers

RITIPENEM ACOXIL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of acetyloxymethyl (5R,6R)-3-(carbamoyloxymethyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

There total 21 articles about acetyloxymethyl (5R,6R)-3-(carbamoyloxymethyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 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: 76.0%

(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-carbamoyloxymethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid acetoxymethyl ester (138471-46-2) → [14C]-FCE22891 (87238-52-6,99376-22-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; acetic acid; Ambient temperature;

DOI:10.1016/S0040-4039(00)79192-1

Reference yield: 35.0%

(5R,6S)-6-Bromo-3-carbamoyloxymethyl-6-((R)-1-hydroxy-ethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid acetoxymethyl ester (127657-62-9) → [14C]-FCE22891 (87238-52-6,99376-22-4)

Guidance literature:

With ammonium acetate; zinc; In acetonitrile; at 25 ℃; for 0.5h;

Reference yield:

acetoxymethyl(5R,6S)-2-carbamoyloxymethyl-6-[1(R)-trichloroethoxycarbonyloxyethyl]-penem-3-carboxylate (92445-71-1) → [14C]-FCE22891 (87238-52-6,99376-22-4)

Guidance literature:

With zinc; In acetic acid;

DOI:10.1016/S0040-4039(01)80264-1

upstream raw materials:

(5R,6S)-3-Carbamoyloxymethyl-7-oxo-6-((R)-1-trimethylsilanyloxy-ethyl)-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid acetoxymethyl ester

acetoxymethyl(5R,6S)-2-carbamoyloxymethyl-6-[1(R)-trichloroethoxycarbonyloxyethyl]-penem-3-carboxylate

(5R,6S)-6-Bromo-3-carbamoyloxymethyl-6-((R)-1-hydroxy-ethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid acetoxymethyl ester

(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-carbamoyloxymethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid acetoxymethyl ester

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