ChemicalBook > CAS DataBase List > (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide

(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
25mg
Price
$405
Updated
2021/12/16
American Custom Chemicals Corporation
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
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
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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:


  • (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