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

Shanghai Renshi Pharmatech Co., LTD
Tel
021-61150625 17721318029
Fax
021-26018649
Email
info@renshipharma.com
Country
China
ProdList
161
Advantage
55
Yield Pharmaceutical Techonlogy (Suzhou) Co.,Ltd.
Tel
13382188332
Email
307446954@qq.com
Country
China
ProdList
32
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9976
Advantage
60
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11705
Advantage
57
China Langchem Inc.
Tel
0086-21-58956006
Fax
0086-21-58956100
Country
China
ProdList
7811
Advantage
57
Shanghai YuLue Chemical Co., Ltd.
Tel
021-60345187 13671753212
Fax
021-34702061
Email
lzz841106@aliyun.com
Country
China
ProdList
10263
Advantage
55
Shanghai Kewel Chemical Co., Ltd.
Tel
021-64609169 18901607656
Fax
021-64609160
Email
greensnown@163.com
Country
China
ProdList
9906
Advantage
50
Shanghai HuanChuan Industry Co.,Ltd.
Tel
021-61478794
Fax
021-61478794
Email
sales@hcshhai.com
Country
China
ProdList
9793
Advantage
50
Nanjing Chalf-Pharm Technology Co., Ltd.
Tel
025-57018978 18251899859
Fax
025-57018008
Email
sales@chalf-pharm.com
Country
China
ProdList
5674
Advantage
50
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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