89760-63-4

Basic information

• Product Name: 2-Oxa-4,6,11-triazadodecan-12-oic acid, 10-(diazoacetyl)-5-imino-3-oxo-1-phenyl-6-[(phenylmethoxy)carbonyl]-, phenylmethyl ester, (6S)-
• CAS NO: 89760-63-4
• Molecular Formula: C31H32N6O7
• Molecular Weight: 600.631
• Mol File: 89760-63-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Oxa-4,6,11-triazadodecan-12-oic acid, 10-(diazoacetyl)-5-imino-3-oxo-1-phenyl-6-[(phenylmethoxy)carbonyl]-, phenylmethyl ester, (6S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxa-4,6,11-triazadodecan-12-oic acid, 10-(diazoacetyl)-5-imino-3-oxo-1-phenyl-6-[(phenylmethoxy)carbonyl]-, phenylmethyl ester, (6S)-(89760-63-4)
• EPA Substance Registry System: 2-Oxa-4,6,11-triazadodecan-12-oic acid, 10-(diazoacetyl)-5-imino-3-oxo-1-phenyl-6-[(phenylmethoxy)carbonyl]-, phenylmethyl ester, (6S)-(89760-63-4)

Safety Data

• Hazardous Substances Data: 89760-63-4(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 14611-34-8 N^α,N^δ,N^ω-tris(benzyloxycarbonyl)-L-arginine 

Downstream Products

• 151011-94-8 tert-butyl 2-(tert-butyloxycarbonyl)-2-butyl-4-oxo-5(S)-[(benzyloxycarbonyl)amino]-8-bis(benzyloxycarbonyl)guanidinooctanoate 
• 96551-76-7 C₃₁H₃₃IN₄O₇ 
• 198416-14-7 C₅₁H₆₁N₉O₁₃S 
• 198416-09-0 C₄₉H₅₉N₉O₁₂ 
• 198416-10-3 C₄₅H₅₁N₉O₁₂ 
• 198416-15-8 C₄₅H₄₉N₉O₁₁ 
• 198416-28-3 C₄₈H₅₇N₇O₁₁ 
• 198416-12-5 C₄₄H₄₉N₇O₁₁ 
• 198416-13-6 C₄₀H₅₀N₆O₁₁ 
• 198416-07-8 C₃₉H₄₆N₆O₉ 
• 198416-08-9 C₃₁H₄₄N₆O₇ 
• 198416-05-6 L-N^α,N^ω-di-CBz-β-homoarginine 
• 469905-96-2 TAN1057 
• 765299-34-1 (3'S,5S)-5-[N-methyl-N-[N^β,N^ε,N^ω-tris(benzyloxycarbonyl)-β-homoarginyl]amino]-5,6-dihydro-2-ureidopyrimidin-4(1H)-one 

Relevant articles and documents

Total Synthesis of TAN-1057 A/B, a New Dipeptide Antibiotic from Flexibacter sp. PK-74

TAN-1057 (1a, b) - a new natural dipeptide antibiotic active against methicillin resistant strains of Staphylococcus aureus - was synthesized starting from Na,Nδ,Nω-tri-Z-L-arginine 20b via the corresponding diazoketone 21b. This upon photolysis rearranged to the ketene which was trapped by (±)-2,4,5,6-tetrahydro-5-methylamino-2-ureidopyrimidin-4-one (3) to yield the fully protected dipeptide 23 (30%). The latter was deprotected by hydrogenolysis to give the final compound as a mixture of two epimers - TAN-1057A, B - isolated previously from a strain of Flexibacter sp. PK-74. The intermediate 3 was prepared from 3-amino-2-(N-Z-N-methylamino)propionic acid methyl ester hydrochloride (16) and 2-methyl-2-thiopseudobiuret hydroiodide (18) in one step in 35% yield.

Total synthesis of the anti methicillin-resistant Staphylococcus aureus peptide antibiotics TAN-1057A-D

TAN-1057A-D, dipeptides isolated from bacteria Flexibacter sp. PK-74 and PK-176, are new antibiotics with potent antibacterial activity against methicillin-resistant Staphylococcus aureus. We describe, in detail, the total synthesis of TAN-1057A-D by a co