ChemicalBook > CAS DataBase List > (R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid

(R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid

Product Name
(R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid
CAS No.
129101-37-7
Chemical Name
(R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid
Synonyms
Nebilolol Impurity 33;Nebivololo intermediate 3;6-Fluorochromane-2-carboxylic acid;R)6-Fluorochromane-2-carboxylic acid;(R)-6-FluorochroMan-2-carboxylic acid;(2R)-6-Fluorochroman-2-carboxylic acid;(2R)-6-fluorochromane-2-carboxylic acid;(R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid;(2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid;2H-1-Benzopyran-2-carboxylic acid, 6-fluoro-3,4-dihydro-, (2R)-
CBNumber
CB7946903
Molecular Formula
C10H9FO3
Formula Weight
196.18
MOL File
129101-37-7.mol
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(R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid Property

Boiling point:
358.0±42.0 °C(Predicted)
Density 
1.364±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
3.05±0.20(Predicted)
form 
solid
color 
White
optical activity
Consistent with structure
InChI
InChI=1S/C10H9FO3/c11-7-2-4-8-6(5-7)1-3-9(14-8)10(12)13/h2,4-5,9H,1,3H2,(H,12,13)/t9-/m1/s1
InChIKey
ZNJANLXCXMVFFI-SECBINFHSA-N
SMILES
[C@@H]1(C(O)=O)OC2=CC=C(F)C=C2CC1
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Safety

HS Code 
2932990090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
F590955
Product name
(2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid
Packaging
100mg
Price
$55
Updated
2021/12/16
TRC
Product number
F590955
Product name
(2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid
Packaging
250mg
Price
$115
Updated
2021/12/16
TRC
Product number
F590955
Product name
(2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid
Packaging
500mg
Price
$185
Updated
2021/12/16
Apolloscientific
Product number
PC201114
Product name
(R)-6-Fluorochroman-2-carboxylicacid
Purity
95+%
Packaging
250mg
Price
$111
Updated
2021/12/16
SynQuest Laboratories
Product number
2H21-3-R0
Product name
(R)-6-Fluorochroman-2-carboxylicacid
Purity
95.0%
Packaging
250mg
Price
$122
Updated
2021/12/16
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(R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid Chemical Properties,Usage,Production

Uses

(2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid is a useful reagent for organic synthesis.

Synthesis

129050-25-5

129101-37-7

GENERAL STEPS: To a stirred mixed solution of nebivolol impurity 35 (2a-f) in tetrahydrofuran (THF, 2 mL) and methanol (MeOH, 1 mL) was added slowly and dropwise 0.25 M aqueous lithium hydroxide (LiOH) solution (1.05 equiv.) at room temperature with continuous stirring for 2 hours. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure and subsequently acidified with dilute hydrochloric acid (HCl). The crude product was extracted with ethyl acetate (EtOAc), the organic phases were combined and dried over anhydrous magnesium sulfate (MgSO4). After filtration, the solvent was evaporated under reduced pressure to give the crude product. Further purification by n-hexane crystallization gave the target products 6a-f. 4.2.22 Synthesis of (R)-6-fluorochroman-2-carboxylic acid (6a): compound 6a (89 mg) was obtained in 96% yield by treating 2a (100 mg, 0.47 mmol) as raw material in the above general steps according to the method described in section 4.2.21. 1H NMR (δ, ppm): 6.88-6.80 (m, 2H), 6.75 (dd, 3J = 8.7, 4JH-F = 2.6, 1H), 4.74 (dd, 1H, J = 7.6, 3.5), 2.90-2.75 (m, 2H), 2.33 (m, 1H), 2.18 (m, 1H). 13C NMR (δ, ppm): 175.8, 157.2 (d, 1JC-F = 237.9), 148.9 (d, 4JC-F = 2.1), 122.3 (d, 3JC-F = 7.5), 117.8 (d, 3JC-F = 8.1), 115.4 (d, 2JC-F = 22.7), 114.5 (d, 2JC- F = 23.2), 73.2, 24.1, 23.5 (d, 4JC-F = 1.1). Spin: [α]D20 = -12.6 (c 1.0, DMF) {literature value [α]D20 = -13.4 (c 1.0, DMF)}. Enantiomeric excess (ee) > 99% was determined using a Chiralcel ODH column with n-hexane/2-propanol/trifluoroacetic acid = 90:10:0.5 as the mobile phase at a flow rate of 1.0 mL/min and retention times tR = 6.92 min (S) and 9.62 min (R). High resolution mass spectrometry (HRMS) calculated value of C10H9FO3 [M]+: 196.0530, measured value: 196.0531.

References

[1] Tetrahedron Asymmetry, 2015, vol. 26, # 17, p. 912 - 917
[2] Patent: KR2017/37154, 2017, A. Location in patent: Paragraph 0291-0293

(R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid Suppliers

Finetech Industry Limited
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View Lastest Price from (R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid manufacturers

ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Nebivolol Impurity 33 129101-37-7
Price
US $0.00/mg
Min. Order
10mg
Purity
0.98
Supply Ability
10g
Release date
2024-03-28
Career Henan Chemical Co
Product
(R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid 129101-37-7
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2018-12-24

129101-37-7, (R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid Related Search:


  • (R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid
  • Nebivololo intermediate 3
  • 6-Fluorochromane-2-carboxylic acid
  • (R)-6-FluorochroMan-2-carboxylic acid
  • (2R)-6-Fluoro-2-[(2R)-oxiran-2-yl)-3,4-dihydro-2H – chromene (Isomer - B )
  • (2R)-6-fluorochromane-2-carboxylic acid
  • 2H-1-Benzopyran-2-carboxylic acid, 6-fluoro-3,4-dihydro-, (2R)-
  • (2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid
  • (2R)-6-Fluorochroman-2-carboxylic acid
  • R)6-Fluorochromane-2-carboxylic acid
  • Nebilolol Impurity 33
  • 129101-37-7