(3S,9S,12S,15R,18S)-3-(N-Acetyl-L-phenylalanylamino)-15-(cyclohexylmethyl)-9-(3-guanidinopropyl)-12-(1H-indol-3-ylmethyl)--1,7,10,13,16-pentaazabicyclo[16.3.0]heneicosane-2,8,11,14,17-pentaone

Base Information

• Chemical Name: (3S,9S,12S,15R,18S)-3-(N-Acetyl-L-phenylalanylamino)-15-(cyclohexylmethyl)-9-(3-guanidinopropyl)-12-(1H-indol-3-ylmethyl)--1,7,10,13,16-pentaazabicyclo[16.3.0]heneicosane-2,8,11,14,17-pentaone
• CAS No.: 219639-70-0
• Molecular Formula: C₄₇H₆₅N₁₁O₇
• Molecular Weight: 896.103
• Mol file: 219639-70-0.mol

Synonyms:

Chemical Property of (3S,9S,12S,15R,18S)-3-(N-Acetyl-L-phenylalanylamino)-15-(cyclohexylmethyl)-9-(3-guanidinopropyl)-12-(1H-indol-3-ylmethyl)--1,7,10,13,16-pentaazabicyclo[16.3.0]heneicosane-2,8,11,14,17-pentaone

Chemical Property:

• PKA: 13.23±0.70(Predicted)
• Density: 1.40±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

PMX 53 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,9S,12S,15R,18S)-3-(N-Acetyl-L-phenylalanylamino)-15-(cyclohexylmethyl)-9-(3-guanidinopropyl)-12-(1H-indol-3-ylmethyl)--1,7,10,13,16-pentaazabicyclo[16.3.0]heneicosane-2,8,11,14,17-pentaone

There total 11 articles about (3S,9S,12S,15R,18S)-3-(N-Acetyl-L-phenylalanylamino)-15-(cyclohexylmethyl)-9-(3-guanidinopropyl)-12-(1H-indol-3-ylmethyl)--1,7,10,13,16-pentaazabicyclo[16.3.0]heneicosane-2,8,11,14,17-pentaone 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: 47.0%

Ac-Phe-Orn-Pro-D-Cha-Trp-Arg-OH (514815-00-0) → Ac-Phe-[Orn-Pro-(β-cyclohexyl-D-alanyl)-Trp-Arg] (219639-70-0)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 15h; Ambient temperature;

DOI:10.1021/jm9806594

Reference yield: 22.0%

Ac-Phe-Orn-Pro-D-Cha-Trp-D-Arg → AcF (219639-70-0)

Guidance literature:

With pyridine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; for 15h;

DOI:10.1021/jm9800651

Reference yield: 22.0%

→ AcF (219639-70-0)

Guidance literature:

upstream raw materials:

Ac-Phe-Orn-Pro-D-Cha-Trp-Arg-OH

Ac-Phe-Orn-Pro-OMe

Ac-Phe-Orn(Boc)-Pro-OMe

Ac-Phe-Orn(Boc)-Pro-OH

Refernces

• 1、 Schnatbaum, Karsten,Locardi, Elsa,Scharn, Dirk,Richter, Uwe,Hawlisch, Heiko,Knolle, Jochen,Polakowski, Thomas. "Peptidomimetic C5a receptor antagonists with hydrophobic substitutions at the C-terminus: Increased receptor specificity and in vivo activity". . p. 5088 - 5092. Retrieved 2006.
• 2、 -. "Cyclic agonists and antagonists of C5a receptors and G protein-coupled receptors". Page/Page column 11. . Retrieved 2008/06/13.