180968-41-6

Basic information

• Product Name: 1OH-2BocNH-3PhPr [17]Metacyclophane deriv.
• Synonyms: 1OH-2BocNH-3PhPr [17]Metacyclophane deriv.
• CAS NO: 180968-41-6
• Molecular Formula: C₃₄H₅₀N₄O₈
• Molecular Weight: 642.7828
• Mol File: 180968-41-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 887.6°Cat760mmHg
• Flash Point: 490.6°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 8.59E-34mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: 1OH-2BocNH-3PhPr [17]Metacyclophane deriv.(CAS DataBase Reference)
• NIST Chemistry Reference: 1OH-2BocNH-3PhPr [17]Metacyclophane deriv.(180968-41-6)
• EPA Substance Registry System: 1OH-2BocNH-3PhPr [17]Metacyclophane deriv.(180968-41-6)

Safety Data

• Hazardous Substances Data: 180968-41-6(Hazardous Substances Data)

Usage

Molecular structure

1-hydroxy group, 2-BocNH group, and 3-phenylpropyl substituent.

Type of compound

Metacyclophane derivative.

Number of benzene rings

Multiple (not specified in the material).

Linkage arrangement

Benzene rings are linked together in a specific arrangement.

Functional groups

1-hydroxy and 2-BocNH groups.

Reactivity

Capable of participating in various chemical reactions.

Structural diversity

Provided by the 3-phenylpropyl substituent.

Potential interactions

The 3-phenylpropyl substituent allows for interactions with other molecules.

Applications

Organic synthesis, materials chemistry, and medicinal chemistry.

InChI:InChI=1/C34H50N4O8/c1-23(2)28-31(40)35-14-15-43-16-17-44-18-19-45-26-13-9-12-25(20-26)22-36-29(32(41)38-28)30(39)27(21-24-10-7-6-8-11-24)37-33(42)46-34(3,4)5/h6-13,20,23,27-30,36,39H,14-19,21-22H2,1-5H3,(H,35,40)(H,37,42)(H,38,41)/t27-,28-,29+,30+/m0/s1

Upstream product

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• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 1055041-46-7 (2R,3R,4S)-2-[3-(2-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-ethoxy)-benzylamino]-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid 

Relevant articles and documents

Paracyclophanes: A novel class of water-soluble inhibitors of HIV proteinase

A versatile synthesis of functionalized para- and metacyclophanes (macrocycles with one or more aromatic rings incorporated; ansa-compounds) has been developed. Cyclophanes constitute a novel building block for potent human immunodeficiency virus (HIV) protease inhibitors. The synthesis of the macrocyclic ring system was achieved by regio- and stereospecific ring opening of N-protected 4-amino-2,3-epoxy-5-phenylpentanoates with appropriate α,ω-diamines and consecutive ring closure under high dilution conditions. The resulting macrocyclic building blocks enabled further broad and flexible derivation. Paracyclophanes, containing oxyethylene substructures, were found to dissolve in phosphate-buffered saline at concentrations as high as 3 mg/mL at physiological pH. Several derivatives with K(i) values lower than 10 nM and antiviral activities in the range of 15-50 nM have been obtained. The influence of the ring size and of the substitution pattern of the cyclophane moiety on enzyme inhibition, antiviral activity, and water solubility are discussed. Preliminary data on oral bioavailability in mice are given for selected compounds.