249749-35-7

Upstream product

• 249749-32-4 Boc-(R)-MeCys(Bn)-OH 
• 249749-34-6 Boc-(R)-MeCys(Bn)-Thr(Bn)-NHCH₃ 
• 249749-42-6 (R)-S-benzyl-α-methylcysteine 
• 143564-90-3 (2R,4R)-4-Benzylsulfanylmethyl-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 137719-70-1 Boc-L-Thr(Bn)-OMe 
• 149639-95-2 Boc-L-Thr(Bn)-NHCH₃ 
• 96153-33-2 H-Thr(Bn)-NHCH₃ 
• 143564-91-4 N^α-benzyloxycarbonyl-S-benzyl-(R)-methylcysteine 
• 15260-10-3 N-Boc-O-benzyl-L-threonine 

Downstream Products

• 249749-37-9 Boc-(R)-MeCys(Bn)-(R)-MeCys(Bn)-(R)-MeCys(Bn)-Thr(Bn)-NHCH₃ 
• 158395-16-5 C₆H₅CH₂CH₂CO-(R)-MeCys(Bn)-(R)-MeCys(Bn)-(R)-MeCys(Bn)-Thr(Bn)-NHCH₃ 
• 249749-40-4 (2S,3R)-3-Hydroxy-2-((R)-3-mercapto-2-{(R)-3-mercapto-2-[(R)-3-mercapto-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionylamino)-N-methyl-butyramide 

Relevant academic research and scientific papers

Total synthesis of thiangazole

A method for total synthesis of thiangazole (1), a tris-thiazoline- oxazole metabolite, is described. The key intermediate 9, a linear tetrapeptide amide composed of three S-benzyl-2-methylcysteine residues and a O-benzyl-threonine amide, was synthesized in 4 steps using 2-chloro-1,3- dimethyl-imidazolidium hexafluorophosphate(CIP)mediated activation. The successive thiazoline/oxazole rings were constructed by TiCl4mediated cycledehydration followed by acid-catalyzed Robinson-Gabriel reaction without difficulty.