(R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide

Product Name: (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide
CAS No.: 201677-59-0
Chemical Name: (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide
Synonyms: Formoterol Impurity 28;Arformoterol Impurity 21;(R)-N-(2-(benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide;(R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formam...;(R)-N-[5-(2-Bromo-1-hydroxyethyl)-2-(phenylmethoxy)phenyl]formamide;N-[5-[(1R)-2-Bromo-1-hydroxyethyl]-2-(phenylmethoxy)phenyl]formamide;N-[5-((1R)-2-bromo-1-hydroxyethyl)-2-(phenylmethoxy)phenyl]carboxamide;Formamide,N-[5-[(1R)-2-bromo-1-hydroxyethyl]-2-(phenylmethoxy)phenyl]-;(R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamideQ: What is (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide Q: What is the CAS Number of (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide Q: What is the storage condition of (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide
CBNumber: CB91504490
Molecular Formula: C16H16BrNO3
Formula Weight: 350.21
MOL File: 201677-59-0.mol

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(R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide Property

Melting point:: 130-131 °C
Boiling point:: 559.6±50.0 °C(Predicted)
Density: 1.489
storage temp.: Sealed in dry,Room Temperature
pka: 12.84±0.20(Predicted)
InChI: InChI=1S/C16H16BrNO3/c17-9-15(20)13-6-7-16(14(8-13)18-11-19)21-10-12-4-2-1-3-5-12/h1-8,11,15,20H,9-10H2,(H,18,19)/t15-/m0/s1
InChIKey: HKSUZIIGCSOMPX-HNNXBMFYSA-N
SMILES: C(NC1=CC([C@@H](O)CBr)=CC=C1OCC1=CC=CC=C1)=O

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: B683320
Product name: N-[5-[(1R)-2-Bromo-1-hydroxyethyl]-2-(phenylmethoxy)phenyl]formamide
Packaging: 10mg
Price: $70
Updated: 2021/12/16

TRC

Product number: B683320
Product name: N-[5-[(1R)-2-Bromo-1-hydroxyethyl]-2-(phenylmethoxy)phenyl]formamide
Packaging: 100mg
Price: $550
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB151470
Product name: (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide
Packaging: 2mg
Price: $59
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB151470
Product name: (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide
Packaging: 5mg
Price: $117
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB151470
Product name: (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide
Packaging: 10mg
Price: $203
Updated: 2021/12/16

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(R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide Chemical Properties,Usage,Production

Uses

N-[5-[(1R)-2-Bromo-1-hydroxyethyl]-2-(phenylmethoxy)phenyl]formamide is a key intermediate of (R,R)-Formoterol (rac: F693395).

Synthesis

64-18-6

188690-82-6

201677-59-0

GENERAL STEPS: To a Parr hydrogenation kettle was added PtO2 catalyst and (R)-1-(4-benzyloxy-3-nitrophenyl)-2-bromoethanol (3.60 g, 10.22 mmol) dissolved in a mixture of solvents THF (25 mL) and toluene (25 mL). The reaction was shaken at room temperature and 55 psi pressure for 14 h under hydrogen atmosphere. Upon completion of the reaction, the hydrogen pressure was released. A mixture of formic acid (0.65 mL, 17.23 mmol) and acetic anhydride (1.10 mL, 11.65 mmol) was added directly to the reaction mixture. The newly formed mixture was continued to be stirred at room temperature for 16 hours. At the end of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad and the filtrate was concentrated by rotary evaporation. The resulting residue was purified by column chromatography (silica gel as stationary phase, eluent 30:70 to 50:50 gradient of ethyl acetate/hexane) to afford the target product (R)-N-(2-(benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide (5) as a white solid (3.62 g, yield >99%). The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3): δ 2.95 (s, 1H), 3.52 (m, 1H), 3.60 (m, 1H), 4.85 (m, 1H), 5.08 (s, 2H), 6.96 (d, 1H), 7.13 (dd, 1H), 7.39 (m, 5H), 7.88 (br s, 1H). 8.37 (dd, 1H).

References

[1] Patent: WO2007/146867, 2007, A2. Location in patent: Page/Page column 51-52
[2] Patent: US2011/275623, 2011, A1. Location in patent: Page/Page column 27

(R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide Suppliers

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View Lastest Price from (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide 201677-59-0
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000KGS
Release date: 2025-03-19

Career Henan Chemical Co

Product: (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide 201677-59-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100KG
Release date: 2019-08-07

201677-59-0, (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamideRelated Search:

p-(2-Methoxyethyl) phenol N,N-Dimethylformamide Diphenyldiethoxysilane Methoxydiethylborane 4-Methoxyphenylacetone Diphenylsilanediol PHENYL VALERATE 2-(METHYLSULFONYL)ETHANOL Formamide PHENYL RESIN Phenylacetic acid Bromine (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide

(R)-N-(2-(benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide

Formamide,N-[5-[(1R)-2-bromo-1-hydroxyethyl]-2-(phenylmethoxy)phenyl]-

(R)-N-[5-(2-Bromo-1-hydroxyethyl)-2-(phenylmethoxy)phenyl]formamide

N-[5-((1R)-2-bromo-1-hydroxyethyl)-2-(phenylmethoxy)phenyl]carboxamide

N-[5-[(1R)-2-Bromo-1-hydroxyethyl]-2-(phenylmethoxy)phenyl]formamide

Formoterol Impurity 28

Arformoterol Impurity 21

(R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formam...

(R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamideQ: What is (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide Q: What is the CAS Number of (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide Q: What is the storage condition of (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide

201677-59-0

API intermediates