1122063-33-5

Basic information

• Product Name: (1S)-1-(3-amino-4-benzyloxyphenyl)-2-bromoethan-1-ol
• Synonyms: (1S)-1-(3-amino-4-benzyloxyphenyl)-2-bromoethan-1-ol
• CAS NO: 1122063-33-5
• Molecular Weight: 322.202
• Mol File: 1122063-33-5.mol

Chemical Properties

• CAS DataBase Reference: (1S)-1-(3-amino-4-benzyloxyphenyl)-2-bromoethan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1-(3-amino-4-benzyloxyphenyl)-2-bromoethan-1-ol(1122063-33-5)
• EPA Substance Registry System: (1S)-1-(3-amino-4-benzyloxyphenyl)-2-bromoethan-1-ol(1122063-33-5)

Safety Data

• Hazardous Substances Data: 1122063-33-5(Hazardous Substances Data)

Upstream product

• 100-44-7 benzyl chloride 
• 43229-01-2 4-benzyloxy-3-nitrophenacyl bromide 
• 14347-05-8 4-benzyloxy-3-nitroacetophenone 
• 6322-56-1 4'-hydroxy-3'-nitroacetophenone 
• 193761-53-4 (S)-1-(4-(benzyloxy)-3-nitrophenyl)-2-bromoethanol 

Downstream Products

• 1122063-35-7 (1S)-1-(3-acetamido-4-benzyloxyphenyl)-2-bromoethan-1-ol 
• 306966-56-3 N-(2-(benzyloxy)-5-((S)-2-bromo-1-hydroxyethyl)phenyl)formamide 
• 1361398-83-5 N-(5-(2-((2-(4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexahydrophthalazin-2(1H)-yl)butyl)amino)-1-hydroxyethyl)-2-hydroxyphenyl)formamide 
• 1125803-48-6 (1S)-1-(3-methoxycarbonylamino-4-benzyloxyphenyl)-2-bromoethan-1-ol 

Relevant articles and documents

Dual β2-adrenoceptor agonists-PDE4 inhibitors for the treatment of asthma and COPD

We designed and synthesized a novel class of dual pharmacology bronchodilators targeting both b2-adrenoceptor and PDE4 by applying a multivalent approach. The most potent dual pharmacology molecule, compound 29, possessed good inhibitory activity on PDE4B2 (IC50 = 0.278 μM, which was more potent than phthalazinone, IC50 = 0.520 lM) and possessed excellent relaxant effects on tracheal rings precontracted by histamine (pEC50 = 9.3).

ACETAMIDE STEREOISOMER

The compound of formula (I)is a water-stable, long acting β2-selective adrenoceptor agonist useful as a bronchodilator in the treatment of bronchoconstriction associated with reversible obstructive airways diseases and the like.

Carbamate Stereoisomer

The compound of formula (I) is a water-stable, long acting β2-selective adrenoceptor agonist useful as a bronchodilator in the treatment of bronchoconstriction associated with reversible obstructive airways diseases and the like.

Large-scale synthesis of enantio- and diastereomerically pure (R,R)-formoterol

(R,R)-Formoterol (1) is a long-acting, very potent β2-agonist, which is used as a bronchodilator in the therapy of asthma and chronic bronchitis. Highly convergent synthesis of enantio- and diastereomerically pure (R,R)-formoterol fumarate is achieved by a chromatography-free process with an overall yield of 44%. Asymmetric catalytic reduction of bromoketone 4 using as catalyst oxazaborolidine derived from (1R, 2S)-1-amino-2-indanol and resolution of chiral amine 3 are the origins of chirality in this process. Further enrichment of enantio- and diastereomeric purity is accomplished by crystallizations of the isolated intermediates throughout the process to give (R,R)-formoterol (1) as the pure stereoisomer (ee, de >99.5%).