(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
(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
Safety
- HS Code
- 2932990090
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..…
N-Bromosuccinimide Price
- Product number
- F590955
- Product name
- (2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid
- Packaging
- 100mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- F590955
- Product name
- (2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid
- Packaging
- 250mg
- Price
- $115
- Updated
- 2021/12/16
- Product number
- F590955
- Product name
- (2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid
- Packaging
- 500mg
- Price
- $185
- Updated
- 2021/12/16
- Product number
- PC201114
- Product name
- (R)-6-Fluorochroman-2-carboxylicacid
- Purity
- 95+%
- Packaging
- 5g
- Price
- $821
- Updated
- 2021/12/16
- Product number
- 2H21-3-R0
- Product name
- (R)-6-Fluorochroman-2-carboxylicacid
- Purity
- 95.0%
- Packaging
- 5G
- Price
- $906
- Updated
- 2021/12/16
(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
(R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid Suppliers
- Tel
- --
- Fax
- --
- aurora@aurorafinechemicals.com
- Country
- Austria
- ProdList
- 6625
- Advantage
- 72
View Lastest Price from (R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid manufacturers
- 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
- 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