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Structures of pleuromutilin 1 and semisynthetic derivative lefamulin ( 2 ).

Journal: Antibiotics

Article Title: Synthesis and Antibacterial Activity of Alkylamine-Linked Pleuromutilin Derivatives

doi: 10.3390/antibiotics13111018

Figure Lengend Snippet: Structures of pleuromutilin 1 and semisynthetic derivative lefamulin ( 2 ).

Article Snippet: Pleuromutilin was purchased from AK Scientific (Union City, CA, USA) and used as supplied.

Techniques:

Structure amine-linked pleuromutilin 22 and bis-pleuromutilin 23 .

Journal: Antibiotics

Article Title: Synthesis and Antibacterial Activity of Alkylamine-Linked Pleuromutilin Derivatives

doi: 10.3390/antibiotics13111018

Figure Lengend Snippet: Structure amine-linked pleuromutilin 22 and bis-pleuromutilin 23 .

Article Snippet: Pleuromutilin was purchased from AK Scientific (Union City, CA, USA) and used as supplied.

Techniques:

General method for synthesis of target pleuromutilin derivatives 39 – 41 . Reagents and conditions: (i) preincubate: carboxylic acid RCO 2 H ( 32 – 34 ), EDC·HCl, DMAP, DMF/CH 2 Cl 2 (1:1), 0 °C, N 2 , 30 min, then add amine 24 , rt, N 2 , 18 h (65–80%); (ii) TFA/CH 2 Cl 2 (10% v / v ), rt, 2 h (89–99%); (iii) pre-incubate: tosylate 3 , KI, MeCN, 70 °C, N 2 , 30 min, then add amines 36 , 37 or 38 , DIPEA, 70 °C, N 2 , 4 h (40–56%).

Journal: Antibiotics

Article Title: Synthesis and Antibacterial Activity of Alkylamine-Linked Pleuromutilin Derivatives

doi: 10.3390/antibiotics13111018

Figure Lengend Snippet: General method for synthesis of target pleuromutilin derivatives 39 – 41 . Reagents and conditions: (i) preincubate: carboxylic acid RCO 2 H ( 32 – 34 ), EDC·HCl, DMAP, DMF/CH 2 Cl 2 (1:1), 0 °C, N 2 , 30 min, then add amine 24 , rt, N 2 , 18 h (65–80%); (ii) TFA/CH 2 Cl 2 (10% v / v ), rt, 2 h (89–99%); (iii) pre-incubate: tosylate 3 , KI, MeCN, 70 °C, N 2 , 30 min, then add amines 36 , 37 or 38 , DIPEA, 70 °C, N 2 , 4 h (40–56%).

Article Snippet: Pleuromutilin was purchased from AK Scientific (Union City, CA, USA) and used as supplied.

Techniques:

General method for preparation of target pleuromutilin derivatives 42 – 47 . Reagents and conditions: (i) carboxylic acid 32 – 35 , HBTU, HOBt, DIPEA, DMF, rt, N 2 , 1.5 h (46–75% yields).

Journal: Antibiotics

Article Title: Synthesis and Antibacterial Activity of Alkylamine-Linked Pleuromutilin Derivatives

doi: 10.3390/antibiotics13111018

Figure Lengend Snippet: General method for preparation of target pleuromutilin derivatives 42 – 47 . Reagents and conditions: (i) carboxylic acid 32 – 35 , HBTU, HOBt, DIPEA, DMF, rt, N 2 , 1.5 h (46–75% yields).

Article Snippet: Pleuromutilin was purchased from AK Scientific (Union City, CA, USA) and used as supplied.

Techniques: