Sodium; (5R,6S)-6-((R)-1-hydroxy-ethyl)-7-oxo-3-((S)-1-oxo-tetrahydro-1λ⁴-thiophen-3-ylsulfanyl)-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate

Base Information

• Chemical Name: Sodium; (5R,6S)-6-((R)-1-hydroxy-ethyl)-7-oxo-3-((S)-1-oxo-tetrahydro-1λ⁴-thiophen-3-ylsulfanyl)-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate
• CAS No.: 130693-78-6
• Molecular Formula: C₁₂H₁₄NO₅S₃*Na
• Molecular Weight: 371.435

Synonyms:

Chemical Property of Sodium; (5R,6S)-6-((R)-1-hydroxy-ethyl)-7-oxo-3-((S)-1-oxo-tetrahydro-1λ⁴-thiophen-3-ylsulfanyl)-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Sodium; (5R,6S)-6-((R)-1-hydroxy-ethyl)-7-oxo-3-((S)-1-oxo-tetrahydro-1λ⁴-thiophen-3-ylsulfanyl)-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate

There total 6 articles about Sodium; (5R,6S)-6-((R)-1-hydroxy-ethyl)-7-oxo-3-((S)-1-oxo-tetrahydro-1λ⁴-thiophen-3-ylsulfanyl)-4-thia-1-aza-bicyclo[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:

[(2R,3S)-2-Mercapto-4-oxo-3-((R)-1-tributylsilanyloxy-ethyl)-azetidin-1-yl]-acetic acid allyl ester → Sodium; (5R,6S)-6-((R)-1-hydroxy-ethyl)-7-oxo-3-((S)-1-oxo-tetrahydro-1λ4-thiophen-3-ylsulfanyl)-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate (130693-78-6)

Guidance literature:

Multi-step reaction with 5 steps

1: iPr₂NEt / DMAP / tetrahydrofuran / 0.08 h / 0 °C

2: LiHDMS / tetrahydrofuran / 1 h / -78 °C

3: iPr₂NEt / CH₂Cl₂ / 1 h / -78 °C

4: 95 percent / iPr₂NEt / CH₂Cl₂ / -78 deg C to RT

5: 1.) TBAF, 2.) (PPh₃)4Pd, NaO₂CCH(Et)n-Bu / 1.) HOAc, 0 deg C, 8h, 2.) CH₂Cl₂

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; sodium 2-ethylhexanoic acid; dmap; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)89046-2

Reference yield:

[(3S,4R)-2-Oxo-3-((R)-1-tributylsilanyloxy-ethyl)-4-tritylsulfanyl-azetidin-1-yl]-acetic acid allyl ester → Sodium; (5R,6S)-6-((R)-1-hydroxy-ethyl)-7-oxo-3-((S)-1-oxo-tetrahydro-1λ4-thiophen-3-ylsulfanyl)-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate (130693-78-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) AgNO₃, pyridine, 2.) H₂S / 1.) methanol, 0 deg C, 1h

2: iPr₂NEt / DMAP / tetrahydrofuran / 0.08 h / 0 °C

3: LiHDMS / tetrahydrofuran / 1 h / -78 °C

4: iPr₂NEt / CH₂Cl₂ / 1 h / -78 °C

5: 95 percent / iPr₂NEt / CH₂Cl₂ / -78 deg C to RT

6: 1.) TBAF, 2.) (PPh₃)4Pd, NaO₂CCH(Et)n-Bu / 1.) HOAc, 0 deg C, 8h, 2.) CH₂Cl₂

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen sulfide; tetrabutyl ammonium fluoride; silver nitrate; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; sodium 2-ethylhexanoic acid; dmap; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)89046-2

Reference yield:

(5R,6S)-3,7-Dioxo-6-((R)-1-tributylsilanyloxy-ethyl)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester → Sodium; (5R,6S)-6-((R)-1-hydroxy-ethyl)-7-oxo-3-((S)-1-oxo-tetrahydro-1λ4-thiophen-3-ylsulfanyl)-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate (130693-78-6)

Guidance literature:

Multi-step reaction with 3 steps

1: iPr₂NEt / CH₂Cl₂ / 1 h / -78 °C

2: 95 percent / iPr₂NEt / CH₂Cl₂ / -78 deg C to RT

3: 1.) TBAF, 2.) (PPh₃)4Pd, NaO₂CCH(Et)n-Bu / 1.) HOAc, 0 deg C, 8h, 2.) CH₂Cl₂

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; sodium 2-ethylhexanoic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)89046-2

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