188730-94-1

Basic information

• Product Name: Oxirane, [3-nitro-4-(phenylMethoxy)phenyl]-, (2R)-
• Synonyms: Oxirane, [3-nitro-4-(phenylMethoxy)phenyl]-, (2R)-;(2R)-2-(3-nitro-4-phenylmethoxyphenyl)oxirane;ForMoterol int1
• CAS NO: 188730-94-1
• Molecular Formula: C₁₅H₁₃NO₄
• Molecular Weight: 271.26802
• Mol File: 188730-94-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 438.502 °C at 760 mmHg
• Flash Point: 195.617 °C
• Appearance: /
• Density: 1.323 g/cm³
• CAS DataBase Reference: Oxirane, [3-nitro-4-(phenylMethoxy)phenyl]-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxirane, [3-nitro-4-(phenylMethoxy)phenyl]-, (2R)-(188730-94-1)
• EPA Substance Registry System: Oxirane, [3-nitro-4-(phenylMethoxy)phenyl]-, (2R)-(188730-94-1)

Safety Data

• Hazardous Substances Data: 188730-94-1(Hazardous Substances Data)

Usage

General Description

Oxirane, [3-nitro-4-(phenylmethoxy)phenyl]-, (2R)-, also known as Maraviroc, is a chemical compound used as an antiretroviral medication for the treatment of HIV-1 infection. It works by blocking the entry of the virus into the cells, thus reducing the spread of the virus in the body. Maraviroc belongs to a class of drugs called CCR5 antagonists, which specifically target the CCR5 co-receptor on the surface of immune cells. This medication is typically used in combination with other antiretroviral drugs and has been shown to be effective in reducing HIV viral load and increasing CD4 cell counts in patients with HIV-1 infection. However,

Upstream product

• 188690-82-6 (R)-2-bromo-1-(4-benzyloxy-3-nitrophenyl)ethanol 
• 299964-37-7 Acetic acid (S)-1-(4-benzyloxy-3-nitro-phenyl)-2-bromo-ethyl ester 
• 14347-05-8 4-benzyloxy-3-nitroacetophenone 
• 43229-01-2 4-benzyloxy-3-nitrophenacyl bromide 
• 299964-35-5 (+/-)-2-bromo-1-(4-benzyloxy-3-nitrophenyl)ethanol 

Downstream Products

• 245759-65-3 (R,R)-3-nitro-α-[[[2-(4-methoxyphenyl)-1-methylethyl](phenylmethyl)amino]methyl]-4-(phenylmethoxy)-benzenemethanol 
• 757241-05-7 (R)-1-(4-Benzyloxy-3-nitro-phenyl)-2-{benzyl-[2-(4-phenoxy-phenyl)-ethyl]-amino}-ethanol 
• 73573-87-2 (R,R)-formoterol 
• 299964-43-5 (R)-1-(3-Amino-4-benzyloxy-phenyl)-2-[(R)-2-(4-methoxy-phenyl)-1-methyl-ethylamino]-ethanol 
• 245759-61-9 (R)-1-(4-Benzyloxy-3-nitro-phenyl)-2-[(R)-2-(4-methoxy-phenyl)-1-methyl-ethylamino]-ethanol 
• 408497-91-6 N-(2-Benzyloxy-5-{(R)-1-hydroxy-2-[(R)-2-(4-methoxy-phenyl)-1-methyl-ethylamino]-ethyl}-phenyl)-formamide 
• 67346-51-4 N-(2-Hydroxy-5-{(R)-1-hydroxy-2-[(S)-2-(4-methoxy-phenyl)-1-methyl-ethylamino]-ethyl}-phenyl)-formamide 
• 289657-26-7 (R,R)-3-amino-α-[[[2-(4-methoxyphenyl)-1-methylethyl](phenyl methyl)amino]methyl]-4-(phenylmethoxy)-benzenemethanol 
• 188690-83-7 N-[5-[(1R)-Hydroxy-2-[[(1R)-methyl-2-(4-methoxyphenyl)ethyl](phenylmethyl)amino]ethyl]-2-(phenylmethoxy)phenyl]-formamide 

Relevant articles and documents

PROCESSES FOR PREPARING SUBSTANTIALLY PURE ARFORMOTEROL AND ITS INTERMEDIATES

Provided herein are improved, convenient and industrially advantageous processes for the preparation of N-[2-hydroxy-5-[(1R)-1-hydroxy-2-[[(1R)-2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]formamide (Arformoterol) or a pharmaceutically acceptable salt thereof, in high yield and purity. Provided further herein is an improved and industrially advantageous process for the preparation of a substantially enantiomerically pure arformoterol intermediate, (R)-4-methoxy-α-methyl-N-(phenylmethyl)benzeneethanamine.

Process for the manufacturing of pharmaceutically active compounds

A process for making a compound of formula 1 or a salt thereof, wherein: R1 and R2 are each independently H, halogen, or C1-4-alkyl, or R1 and R2 together are C1-6-alkylene; and R3 /s

Enantio- and diastereoselective synthesis of all four stereoisomers of formoterol

Enantioselective syntheses of all four stereoisomers of formoterol are accomplished using asymmetric catalytic borane reductions with chiral oxazaborolidines as reducing agents.