Lefamulin

Base Information

• Chemical Name: Lefamulin
• CAS No.: 1061337-51-6
• Molecular Formula: C₂₈H₄₅NO₅S
• Molecular Weight: 507.735
• Mol file: 1061337-51-6.mol

Synonyms:14-O-{[(1R,2R,4R)-4-amino-2-hydroxy-cyclohexylsulfanyl]-acetyl}-mutilin

Chemical Property of Lefamulin

Chemical Property:

• Boiling Point: 618.6±55.0 °C(Predicted)
• PKA: 14.45±0.60(Predicted)
• Density: 1.19±0.1 g/cm3(Predicted)

Purity/Quality:

99.9% ^*data from raw suppliers

Lefamulin(BC-3781) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Lefamulin is an antibiotic medication used in the treatment of adults with community-acquired bacterial pneumonia.

Technology Process of Lefamulin

There total 21 articles about Lefamulin 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:

14-O-{(1R,2R,4R)-[(2,2,2-trifluoroacetyl)-amino-2-hydroxy-cyclohexyl-sulfanyl]-acetyl}-mutilin (1350636-79-1) → 14-O-{[(1R,2R,4R)-4-amino-2-hydroxy-cyclohexylsulfanyl]-acetyl}-mutilin (1061337-51-6)

Guidance literature:

14-O-{(1R,2R,4R)-[(2,2,2-trifluoroacetyl)-amino-2-hydroxy-cyclohexyl-sulfanyl]-acetyl}-mutilin; With water; potassium carbonate; In methanol; at 40 - 45 ℃; for 5h; Industry scale;

With potassium carbonate; In dichloromethane; water; isopropyl alcohol; at 0 - 25 ℃; for 1.5h; Industry scale;

Reference yield:

14-O-{[(1R,2R,4R)-4-tert-butoxycarbonylamino-2-hydroxycyclohexylsulfanyl]acetyl}mutilin → 14-O-{[(1R,2R,4R)-4-amino-2-hydroxy-cyclohexylsulfanyl]-acetyl}-mutilin (1061337-51-6)

Guidance literature:

14-O-{[(1R,2R,4R)-4-tert-butoxycarbonylamino-2-hydroxycyclohexylsulfanyl]acetyl}mutilin; With phosphoric acid; In isopropyl alcohol; at 50 ℃; for 16h; Industry scale;

With potassium carbonate; In dichloromethane; water; isopropyl alcohol; at 0 - 25 ℃; for 1.5h; Product distribution / selectivity; Industry scale;

Reference yield:

14-O-{[(1RS,2RS,4RS)-4-tert-butoxycarbonylamino-2-hydroxy-cyclohexylsulfanyl]-acetyl}-mutilin (1061660-17-0) → 14-O-{[(1R,2R,4R)-4-amino-2-hydroxy-cyclohexylsulfanyl]-acetyl}-mutilin (1061337-51-6) + 14-O-{[(1S,2S,4S)-4-amino-2-hydroxy-cyclohexylsulfanyl]-acetyl}-mutilin (1061337-55-0)

Guidance literature:

14-O-{[(1RS,2RS,4RS)-4-tert-butoxycarbonylamino-2-hydroxy-cyclohexylsulfanyl]-acetyl}-mutilin; With phosphoric acid; In isopropyl alcohol; at 50 ℃; Industry scale;

With potassium carbonate; In dichloromethane; water; isopropyl alcohol; at 0 - 5 ℃; for 1h; Product distribution / selectivity; Industry scale;

upstream raw materials:

14-O-{[(1RS,2RS,4RS)-4-tert-butoxycarbonylamino-2-hydroxy-cyclohexylsulfanyl]-acetyl}-mutilin

(R)-cyclohex-3-enecarboxylic acid

pleuromutilin tosylate

1,2,5,6-tetrahydrobenzoic acid

Downstream raw materials:

14-O-{[(1R,2R,4R)-2-hydroxy-4-(phthalimido-N-yl)-cyclohexyl-sulfanyl]-acetyl}-mutilin

14-O-{[(1R,2R,4R)-4-amino-2-hydroxy-cyclohexylsulfanyl]-acetyl}-mutilin hydrogenmaleate

14-O-{(1R,2R,4R)-[(2,2,2-trifluoroacetyl)-amino-2-hydroxy-cyclohexyl-sulfanyl]-acetyl}-mutilin

14-O-{[(1R,2R,4R)-4-amino-2-hydroxy-cyclohexylsulfanyl]-acetyl}-mutilin L-lactate