(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
(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
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.
N-Bromosuccinimide Price
- Product number
- B683320
- Product name
- N-[5-[(1R)-2-Bromo-1-hydroxyethyl]-2-(phenylmethoxy)phenyl]formamide
- Packaging
- 10mg
- Price
- $70
- Updated
- 2021/12/16
- Product number
- B683320
- Product name
- N-[5-[(1R)-2-Bromo-1-hydroxyethyl]-2-(phenylmethoxy)phenyl]formamide
- Packaging
- 100mg
- Price
- $550
- Updated
- 2021/12/16
- Product number
- FB151470
- Product name
- (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide
- Packaging
- 25mg
- Price
- $405
- Updated
- 2021/12/16
- Product number
- HCH0063072
- Product name
- (R)-N-(2-(BENZYLOXY)-5-(2-BROMO-1-HYDROXYETHYL)PHENYL)FORMAMIDE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $1194.56
- Updated
- 2021/12/16
- Product number
- FB151470
- Product name
- (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide
- Packaging
- 2mg
- Price
- $59
- Updated
- 2021/12/16
(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
(R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide Suppliers
- Tel
- --
- Fax
- --
- hombrecher@porphyrin-systems.de
- Country
- Germany
- ProdList
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View Lastest Price from (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide manufacturers
- 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
- 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