[ CAS No. 23979-41-1 ] {[proInfo.proName]}

Name: 23979-41-1|(R)-2-(6-Methoxynaphthalen-2-yl)propanoic acid|98% (>80%EE)
Brand: Ambeed
SKU: A106813
Price: 9.0 USD
Availability: InStock
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Quality Control of [ 23979-41-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 23979-41-1 ]

SDS Specification

Alternatived Products of [ 23979-41-1 ]

Product Details of [ 23979-41-1 ]

CAS No. :	23979-41-1	MDL No. :	MFCD00870716
Formula :	C₁₄H₁₄O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	CMWTZPSULFXXJA-SECBINFHSA-N
M.W :	230.26	Pubchem ID :	169118
Synonyms :

Calculated chemistry of [ 23979-41-1 ]

Physicochemical Properties

Num. heavy atoms :	17
Num. arom. heavy atoms :	10
Fraction Csp3 :	0.21
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	66.79
TPSA :	46.53 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.33 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.94
Log Po/w (XLOGP3) :	3.34
Log Po/w (WLOGP) :	3.04
Log Po/w (MLOGP) :	2.57
Log Po/w (SILICOS-IT) :	2.9
Consensus Log Po/w :	2.76

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-3.61
Solubility :	0.0566 mg/ml ; 0.000246 mol/l
Class :	Soluble
Log S (Ali) :	-3.99
Solubility :	0.0233 mg/ml ; 0.000101 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.02
Solubility :	0.0221 mg/ml ; 0.0000962 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.85

Safety of [ 23979-41-1 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 23979-41-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 23979-41-1 ]

[ 23979-41-1 ] Synthesis Path-Downstream 1~88

1
[ 201230-82-2 ]
[ 63444-51-9 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Journal of the American Chemical Society,1990,vol. 112,p. 2803 - 2804
[2]Journal of the American Chemical Society,1990,vol. 112,p. 2803 - 2804

2
[ 30012-51-2 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Yield	Reaction Conditions	Operation in experiment
	With Thermotoga maritima esterase Tm1160; In aq. acetate buffer; at 70℃;pH 5.5;Enzymatic reaction;	General procedure: Enzymatic reactions were carried out at 70 C in 1 ml of a reaction mixture containing the purified enzyme (0.235 mg) and 25 mg of racemic ketoprofen ethyl ester dissolved in 50 mM sodium acetate buffer (pH 5.5). The reaction mixture was stirred at 200 rpm. The resulting solution was analyzed by HPLC using the chiral column (25 cm × 4.6 cm, Daical Chemical Industries, Tokyo, Japan). Samples were eluted with n-hexane:2-propanol:acetic acid (90:10:0.5, v/v/v) at a flow rate of 1.0 mL/min and detected at 254 nm. The retention times of racemic ketoprofen ethyl ester, R-ketoprofen, and S-ketoprofen were detected at 5.4, 14.8 and 18.2 min, respectively. The enantioselectivity of the enzyme was calculated with E = ln[1 - c(1 + eep)]/ln[1 - c(1 - eep)], where c and eep represent the degree of conversion and the enantiomeric excess of product, respectively [34].

Reference： [1]Agricultural and Biological Chemistry,1981,vol. 45,p. 1389 - 1392
[2]Journal of Catalysis,2007,vol. 247,p. 194 - 200
[3]Journal of Molecular Catalysis B: Enzymatic,2013,vol. 85-86,p. 23 - 30

3
[ 30012-51-2 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron Letters,1986,vol. 27,p. 1763 - 1766

4
[ 27602-79-5 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Yield	Reaction Conditions	Operation in experiment
	With C70H72IrO4P2(1+)*BF4(1-); hydrogen; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; under 3750.38 Torr; for 16h;Autoclave;	General procedure: The diastereomeric ratio of the used catalysts was determined by NMR prior to the catalysis. All catalysts and small amounts of liquids were added to the reaction mixture by means of stock solutions. All stock solutions were prepared using anhydrous, degassed solvents. In general, the hydrogenation reactions were carried out using anhydrous, degassed solvents. The catalyst solution, the substrate and, if applicable, the additive were solved in a Schlenk flask in the same solvent used for the stock solutions. A stainless steel autoclave loaded with a NMR tube and a small stirring bar was evacuated and flushed with argon three times before the reaction mixture was transferred into the NMR tube. As soon as the hydrogen gas line was purged with hydrogen gas at least seven times, the autoclave was pressurized with hydrogen gas. After the indicated period of time, the hydrogen gas was discharged from the autoclave. The conversion of the reaction was determined by NMR and the enantiomeric ratio of the product by enantioselective HPLC analysis.
	With C72H64IrO6P2(1+)*BF4(1-); hydrogen; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; under 3750.38 Torr; for 16h;Autoclave;	General procedure: The diastereomeric ratio of the used catalysts was determined by NMR prior to the catalysis. All catalysts and small amounts of liquids were added to the reaction mixture by means of stock solutions. All stock solutions were prepared using anhydrous, degassed solvents. In general, the hydrogenation reactions were carried out using anhydrous, degassed solvents. The catalyst solution, the substrate and, if applicable, the additive were solved in a Schlenk flask in the same solvent used for the stock solutions. A stainless steel autoclave loaded with a NMR tube and a small stirring bar was evacuated and flushed with argon three times before the reaction mixture was transferred into the NMR tube. As soon as the hydrogen gas line was purged with hydrogen gas at least seven times, the autoclave was pressurized with hydrogen gas. After the indicated period of time, the hydrogen gas was discharged from the autoclave. The conversion of the reaction was determined by NMR and the enantiomeric ratio of the product by enantioselective HPLC analysis.

Reference： [1]Tetrahedron Asymmetry,1994,vol. 5,p. 675 - 690
[2]Journal of Organic Chemistry,1994,vol. 59,p. 3064 - 3076
[3]Tetrahedron Asymmetry,1997,vol. 8,p. 177 - 179
[4]Journal of Organometallic Chemistry,1998,vol. 567,p. 163 - 171
[5]Journal of the American Chemical Society,1999,vol. 121,p. 7407 - 7408
[6]Journal of the American Chemical Society,1999,vol. 121,p. 7407 - 7408
[7]Journal of the American Chemical Society,1999,vol. 121,p. 7407 - 7408
[8]Journal of the American Chemical Society,2000,vol. 122,p. 11513 - 11514
[9]Tetrahedron Letters,2002,vol. 43,p. 2789 - 2792
[10]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 1867 - 1871
[11]Synthetic Communications,2003,vol. 33,p. 175 - 182
[12]Journal of the American Chemical Society,2006,vol. 128,p. 5955 - 5965
[13]Advanced Synthesis and Catalysis,2006,vol. 348,p. 2172 - 2182
[14]Organic Letters,2002,vol. 4,p. 4599 - 4602
[15]European Journal of Organic Chemistry,2012,p. 6737 - 6744
[16]Synthesis,2017,vol. 49,p. 3485 - 3494
[17]Synthesis,2017,vol. 49,p. 3485 - 3494

5
[ 81623-44-1 ]
[ 23979-41-1 ]

Reference： [1]Synthetic Communications,2009,vol. 39,p. 3459 - 3470
[2]Chemische Berichte,1991,vol. 124,p. 1667 - 1672
[3]Tetrahedron Letters,1982,vol. 23,p. 5427 - 5430

6
(R)-2-(6-Methoxy-naphthalen-2-yl)-propionic acid 2'-hydroxy-[1,1']binaphthalenyl-2-yl ester [ No CAS ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron Letters,1990,vol. 31,p. 6553 - 6556

7
[ 134435-65-7 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Journal of the Chemical Society. Chemical communications,1991,p. 485 - 486

8
[ 23979-41-1 ]
[ 105927-04-6 ]

Reference： [1]Canadian Journal of Chemistry,1994,vol. 72,p. 142 - 145
[2]Chemical Communications,2003,p. 1088 - 1089

9
[ 113544-34-6 ]
[ 23979-41-1 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1987,vol. 52,p. 766 - 774

10
[ 113544-31-3 ]
[ 23979-41-1 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1987,vol. 52,p. 766 - 774

11
[ 54656-96-1 ]
[ 52344-67-9 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Chemistry Letters,1984,p. 1431 - 1434

12
[ 27854-88-2 ]
[ 52344-67-9 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Chemistry Letters,1984,p. 1431 - 1434

13
[ 92471-85-7 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron,1989,vol. 45,p. 4243 - 4252

14
[ 107951-72-4 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Chemistry Letters,1986,p. 1471 - 1472

15
[ 32305-59-2 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Journal of the American Chemical Society,1987,vol. 109,p. 7122 - 7127

16
[ 119408-04-7 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Gazzetta Chimica Italiana,1988,vol. 118,p. 451 - 456
[2]Gazzetta Chimica Italiana,1988,vol. 118,p. 451 - 456

17
[ 134282-71-6 ]
[ 23979-41-1 ]

Reference： [1]Canadian Journal of Chemistry,1994,vol. 72,p. 142 - 145

18
[ 23981-80-8 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonium acetate;Resolution of racemate;Purification / work up;	Enantiomers of test racemates TR 19-23, of known drugs from the non-steroidal antiinflammatory group, were separated on analytical HPLC columns (250 mm x 4,6 mm), filled with CSP-4 or CSP-3. Since these compounds are structurally free carboxyl acids, it was necessary to use a polar mobile phase containing a certain amount of ammonium acetate. Results obtained by the enantioselective separation of these compounds are shown in Table 5 and the chromatogram achieved for the enantiomers of naproxen is shown in Figure 8. <n="20"/>TABLE 5 Enantiomer separations for test racemate TR 20-23 on the column filled withCSP-3 (250 mm x 4.6 mm ID), with hexane : 2-PrOH = 8:2 + lg/L NH4OAc as the mobile phase, 1 ml/min, 254 nm.

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 3015 - 3018
[2]Analytical chemistry,1995,vol. 67,p. 2088 - 2095
[3]Patent: WO2009/109792,2009,A1 .Location in patent: Page/Page column 18; Figure 8
[4]Chirality,2010,vol. 22,p. 479 - 485
[5]Chemistry Letters,2011,vol. 40,p. 266 - 267
[6]RSC Advances,2016,vol. 6,p. 24835 - 24842
[7]Chemical Communications,2017,vol. 53,p. 1470 - 1473
[8]Chemical Communications,2017,vol. 53,p. 509 - 512
[9]Angewandte Chemie - International Edition,2019,vol. 58,p. 11479 - 11482
Angew. Chem.,2019,vol. 131,p. 11603 - 11606,4

19
(3S)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl α-(6-methoxy-2-naphthyl)propionate [ No CAS ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron Asymmetry,1995,vol. 6,p. 991 - 1000

20
2-(6-Methoxy-naphthalen-2-yl)-propionic acid 2'-hydroxy-[1,1']binaphthalenyl-2-yl ester [ No CAS ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Journal of the American Chemical Society,1995,vol. 117,p. 12159 - 12171

21
[ 23981-80-8 ]
[ 23979-41-1 ]

Reference： [1]Chemistry Letters,1997,p. 555 - 556
[2]Tetrahedron Asymmetry,1995,vol. 6,p. 991 - 1000
[3]Gazzetta Chimica Italiana,1988,vol. 118,p. 451 - 456
[4]Collection of Czechoslovak Chemical Communications,1987,vol. 52,p. 766 - 774
[5]ACS Medicinal Chemistry Letters,2012,vol. 3,p. 759 - 763

22
[ 622-40-2 ]
2-(6-Methoxy-naphthalen-2-yl)-thiopropionic acid S-(2,2,2-trifluoro-ethyl) ester [ No CAS ]
[ 1544-53-2 ]
[ 22204-53-1 ]
[ 23979-41-1 ]
(S)-2-(6-Methoxy-naphthalen-2-yl)-propionic acid 2-morpholin-4-yl-ethyl ester [ No CAS ]
(R)-2-(6-Methoxy-naphthalen-2-yl)-propionic acid 2-morpholin-4-yl-ethyl ester [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,1998,vol. 9,p. 2799 - 2807

23
[ 23979-41-1 ]
[ 2616-64-0 ]
(-)-Naproxen glucuronide [ No CAS ]

Reference： [1]Journal of Pharmacokinetics and Biopharmaceutics,1995,vol. 23,p. 379 - 396

24
(-)-(R)-naproxen p-methylsulfonylphenyl ester [ No CAS ]
[ 23979-41-1 ]

Reference： [1]Journal of the American Chemical Society,1997,vol. 119,p. 10251 - 10252

25
[ 23979-41-1 ]
[ 94425-68-0 ]
(R)-6-methoxy-α-methylnaphthaleneacetic acid, (R)-2-(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)ethyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1999,vol. 42,p. 267 - 276

26
[ 26159-36-4 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1998,vol. 37,p. 1221 - 1227

27
[ 23979-41-1 ]
[ 2862-03-5 ]
[ 150629-67-7 ]
[ 292150-20-0 ]
Fmoc-L-Ala [ No CAS ]
2-{2-[2-(3-acetylamino-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-propionylamino]-propionylamino}-pentanedioic acid 1-amide 5-({1-carbamoyl-5-[2-(6-methoxy-naphthalen-2-yl)-propionylamino]-pentyl}-amide) [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2000,vol. 10,p. 1361 - 1363

28
[ 27602-79-5 ]
[ 23979-41-1 ]

Yield	Reaction Conditions	Operation in experiment
99%	With C54H72IrNP(1+)*C32H12BF24(1-); hydrogen; caesium carbonate; In methanol; at 45℃; under 4500.45 Torr; for 0.25h;Glovebox;	General procedure: Example 12 Hydrogenation of Alpha-Substituted Acrylic Acid at the Hydrogen Pressure of 0.6 MPa The catalyst (S)-5a (0.9 mg, 0.0005 mmol), alpha-substituted acrylic acid 6 (0.5 mmol) and cesium carbonate (82 mg, 0.25 mmol) were weighed from glove box and transferred into the reaction inner tube containing a stir bar. The tube was sealed as a spare. Methanol (2 mL) was injected into the tube with syringe after fetching out the tube. The inner tube was placed in the hydrogenation reaction still. The original atmosphere was displaced with hydrogen atmosphere by inflating-deflating operation (3-5 times). The hydrogen pressure was ultimately set at 0.6 MPa. At the temperature of 45, the reaction was proceeded with stirring until the pressure stopped decreasing. After stopping stirring to release hydrogen and concentrating the system with rotary steaming, the pH value of the system was adjusted with 3 N hydrochloric acid until pH<3. The mixture was extracted by ether (10 mL 3). The organic phases merged together were washed by sodium chloride solution and dried by anhydrous sodium sulfate. The drying agent was removed by suction filtration. The target product (R) 7 was obtained after solvent was removed by rotary steaming. The conversion rate was analyzed by 1H NMR proving that all of the reactions were converted completely. The ee value was analyzed by chiral GC, chiral HPLC or chiral SFC after the product was transformed into corresponding methyl ester. The experimental results determined are listed in Table 6.

Reference： [1]Patent: US2014/194638,2014,A1 .Location in patent: Paragraph 0078; 0079
[2]Angewandte Chemie - International Edition,2012,vol. 51,p. 8872 - 8875
[3]Tetrahedron Asymmetry,2001,vol. 12,p. 1241 - 1247
[4]Journal of the American Chemical Society,2000,vol. 122,p. 11513 - 11514
[5]Organic Letters,2002,vol. 4,p. 4599 - 4602
[6]Organic and Biomolecular Chemistry,2017,vol. 15,p. 4440 - 4448

29
[ 84890-25-5 ]
[ 23979-41-1 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2002,vol. 10,p. 2171 - 2175

30
2-(6-methoxy-2-naphthyl)-2-methyl-t-butyldimethylsilylketene S-methyl thioacetal [ No CAS ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron Asymmetry,2003,vol. 14,p. 119 - 125

31
[ 105052-64-0 ]
[ 22204-53-1 ]
[ 23979-41-1 ]
[ 124649-62-3 ]
(S)-2-(6-Methoxy-naphthalen-2-yl)-propionic acid 2-chloro-ethyl ester [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2003,vol. 14,p. 2459 - 2465

32
[ 138623-03-7 ]
[ 22204-53-1 ]
[ 23979-41-1 ]
tert-butyl (S)-2-(6-methoxynaphthalen-2-yl)propanoate [ No CAS ]
2-(6-methoxy-naphthalen-2-yl)-propionic acid <i>tert</i>-butyl ester [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2003,vol. 14,p. 2459 - 2465

33
[ 68641-86-1 ]
[ 22204-53-1 ]
[ 23979-41-1 ]
[ 114315-60-5 ]
(R)-6-methoxy-α-methyl-2-naphthaleneacetic acid butyl ester [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2003,vol. 14,p. 2459 - 2465

34
2-(6-methoxy-naphthalen-2-yl)-propionic acid 2-methoxy-ethyl ester [ No CAS ]
[ 22204-53-1 ]
[ 23979-41-1 ]
(S)-2-(6-Methoxy-naphthalen-2-yl)-propionic acid 2-methoxy-ethyl ester [ No CAS ]
2-(6-methoxy-naphthalen-2-yl)-propionic acid 2-methoxy-ethyl ester [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2003,vol. 14,p. 2459 - 2465

35
(S)-(Phenyl)methyl-2-(6-methoxynaphthalen-2-yl)propanoate [ No CAS ]
[ 22204-53-1 ]
[ 23979-41-1 ]
(S)-(phenyl)methyl-2-(6-methoxynaphthalen-2-yl)propanoate [ No CAS ]
(S)-benzyl 2-(6-methoxynaphthalen-2-yl)propanoate [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2003,vol. 14,p. 2459 - 2465

36
[ 75-09-2 ]
[ 748801-45-8 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Journal of the American Chemical Society,2004,vol. 126,p. 9200 - 9201

37
(R)-2-(6-Methoxy-naphthalen-2-yl)-propionic acid (1R,2S)-1-acetylamino-indan-2-yl ester [ No CAS ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron Asymmetry,2004,vol. 15,p. 555 - 563

38
[ 108781-65-3 ]
[ 143-33-9 ]
[ 3900-45-6 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2005,vol. 44,p. 557 - 562

39
[ 362523-40-8 ]
[ 74-88-4 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron Asymmetry,2005,vol. 16,p. 647 - 649

40
[ 23979-41-1 ]
[ 92471-85-7 ]

Reference： [1]Journal of labelled compounds and radiopharmaceuticals,2005,vol. 48,p. 569 - 576

41
[ 953786-89-5 ]
[ 23979-41-1 ]

Reference： [1]Organic Letters,2007,vol. 9,p. 3933 - 3935

42
[ 23979-41-1 ]
[ 18107-18-1 ]
[ 81623-44-1 ]

Reference： [1]Organic Letters,2007,vol. 9,p. 3933 - 3935
[2]Organic and Biomolecular Chemistry,2017,vol. 15,p. 4440 - 4448

43
C₁₁H₁₂O₃CH₂C₄H₂ [ No CAS ]
[ 23979-41-1 ]

Reference： [1]Organic Letters,2007,vol. 9,p. 3933 - 3935

44
[ 30012-51-2 ]
[ 22204-53-1 ]
[ 23979-41-1 ]
[ 81623-44-1 ]
[ 26159-35-3 ]

Reference： [1]Journal of Catalysis,2007,vol. 247,p. 194 - 200

45
[ 953786-92-0 ]
[ 23979-41-1 ]

Reference： [1]Organic Letters,2007,vol. 9,p. 3933 - 3935

46
[ 156641-98-4 ]
[ 23979-41-1 ]

Reference： [1]Organic Letters,2007,vol. 9,p. 3933 - 3935
[2]Organic Letters,2007,vol. 9,p. 3933 - 3935

47
[ 23979-41-1 ]
(2R)-2-(5[3H]-6-methoxy-2-naphthyl)propanoic acid [ No CAS ]

Reference： [1]Journal of labelled compounds and radiopharmaceuticals,2005,vol. 48,p. 569 - 576

48
[ 63444-51-9 ]
[ 23979-41-1 ]

Reference： [1]Journal of the American Chemical Society,2004,vol. 126,p. 9200 - 9201
[2]Journal of the American Chemical Society,1987,vol. 109,p. 7122 - 7127
[3]Advanced Synthesis and Catalysis,2015,vol. 357,p. 41 - 45

49
[ 38835-18-6 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron Asymmetry,2004,vol. 15,p. 555 - 563
[2]Tetrahedron Asymmetry,2003,vol. 14,p. 2459 - 2465
[3]Tetrahedron Asymmetry,1995,vol. 6,p. 991 - 1000
[4]Gazzetta Chimica Italiana,1988,vol. 118,p. 451 - 456
[5]Collection of Czechoslovak Chemical Communications,1987,vol. 52,p. 766 - 774
[6]European Journal of Organic Chemistry,2015,vol. 2015,p. 3651 - 3655
[7]European Journal of Organic Chemistry,2015,vol. 2015,p. 3651 - 3655

50
[ 23979-41-1 ]
(R)-2-(6-Methoxy-naphthalen-2-yl)-propionic acid (S)-1-methyl-pyrrolidin-2-ylmethyl ester [ No CAS ]

Reference： [1]Chemical Communications,2003,p. 1088 - 1089

51
[ 197314-09-3 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron Asymmetry,2003,vol. 14,p. 119 - 125

52
[ 93-04-9 ]
[ 23979-41-1 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1998,vol. 37,p. 1221 - 1227

53
[ 3900-45-6 ]
[ 23979-41-1 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1998,vol. 37,p. 1221 - 1227
[2]Chemistry Letters,1986,p. 1471 - 1472
[3]Organic and Biomolecular Chemistry,2017,vol. 15,p. 4440 - 4448

54
[ 34352-83-5 ]
[ 23979-41-1 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1998,vol. 37,p. 1221 - 1227

55
[ 34352-92-6 ]
[ 23979-41-1 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1998,vol. 37,p. 1221 - 1227

56
[ 135096-77-4 ]
[ 23979-41-1 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1998,vol. 37,p. 1221 - 1227

57
[ 105927-04-6 ]
[ 23979-41-1 ]

Reference： [1]Canadian Journal of Chemistry,1994,vol. 72,p. 142 - 145

58
[ 5111-65-9 ]
[ 23979-41-1 ]

Reference： [1]Journal of the American Chemical Society,1987,vol. 109,p. 7122 - 7127
[2]Journal of the American Chemical Society,1990,vol. 112,p. 2803 - 2804

59
[ 107967-85-1 ]
[ 23979-41-1 ]

Reference： [1]Chemistry Letters,1986,p. 1471 - 1472

60
[ 107967-86-2 ]
[ 23979-41-1 ]

Reference： [1]Chemistry Letters,1986,p. 1471 - 1472

61
[ 107656-29-1 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron,1989,vol. 45,p. 4243 - 4252

62
[ 101154-53-4 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron,1989,vol. 45,p. 4243 - 4252

63
[ 101154-54-5 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron,1989,vol. 45,p. 4243 - 4252

64
[ 100791-80-8 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron,1989,vol. 45,p. 4243 - 4252

65
[ 132353-70-9 ]
[ 23979-41-1 ]

Reference： [1]Tetrahedron Letters,1990,vol. 31,p. 6553 - 6556

66
Ru⁽²⁺⁾*CO*2Sn⁽⁴⁺⁾*4OH^(1-)*(C₂₀H₂N₄(CH₃)4(CH₂CH₂CO₂CH₃)4)3(C₆H₄C₂C₆H₄)3^(6-)*C₅H₅N*3H₂O [ No CAS ]
[ 23979-41-1 ]
Ru⁽²⁺⁾*CO*2Sn⁽⁴⁺⁾*4CH₃OC₁₀H₆C₂HO₂CH₃^(1-)*(C₂₀H₂N₄(CH₃)4(CH₂CH₂CO₂CH₃)4)3(C₆H₄C₂C₆H₄)3^(6-)*C₅H₅N [ No CAS ]

Reference： [1]Inorganic Chemistry,2000,vol. 39,p. 5920 - 5929

67
4Mg⁽²⁺⁾*2Al⁽³⁺⁾*12OH^(1-)*2NO₃^(1-)*4H₂O=[Mg₄Al₂(OH)12][NO₃]2*4H₂O [ No CAS ]
[ 23979-41-1 ]
Mg_0.73Al_0.33(OH)2(C₁₄H₁₃O₃)0.2(CO₃)013*0.9H₂O [ No CAS ]

Reference： [1]Journal of Solid State Chemistry,2004,vol. 177,p. 2534 - 2541

68
[ 23979-41-1 ]
[ 753-73-1 ]
Me2Sn((S)-(+)-6-methoxy-α-methyl-2-naphthaleneacetate)2 [ No CAS ]

Reference： [1]Journal of Organometallic Chemistry,2006,vol. 691,p. 1693 - 1702

69
[ 1066-45-1 ]
[ 23979-41-1 ]
Me3Sn((S)-(+)-6-methoxy-α-methyl-2-naphthaleneacetate) [ No CAS ]

Reference： [1]Journal of Organometallic Chemistry,2006,vol. 691,p. 1693 - 1702

70
[ 23979-41-1 ]
[ 2273-45-2 ]
[[Me2Sn((S)-(+)-6-methoxy-α-methyl-2-naphthaleneacetate)]2O]2 [ No CAS ]

Reference： [1]Journal of Organometallic Chemistry,2006,vol. 691,p. 1693 - 1702

71
[ 23981-80-8 ]
[ 62784-66-1 ]
(R)-naproxen di(1-naphthyl)methyl ester [ No CAS ]
[ 1116086-50-0 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Yield	Reaction Conditions	Operation in experiment
	With benzoic acid anhydride; N-ethyl-N,N-diisopropylamine;(R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; In dichloromethane; at 20℃; for 6h;Resolution of racemate;Product distribution / selectivity;	Experimental Example 8Production of Optically Active Ester and Optically Active Carboxylic Acid Using Naproxen (Optical Resolution of Naproxen) As shown by the above reaction equation, an optically active ester and optically active carboxylic acid are obtained by reacting 1,1-di(1-naphthyl)methanol or 1,1-di(9-phenanthryl)methanol and racemic naproxen. The results are shown in Table 8.; Entry 53(R)-naproxen di(1-naphthyl)methylesterHPLC (CHIRALPAK AD-H, i-PrOH/hexane=1/9, flow rate=1.0 mL/ml): tR=13.7 min (10.6%), tR=17.4 min (89.4%);IR (neat): 3034, 1733, 1604, 1508, 782, 679 cm-1;1H NMR (CDCl3): delta8.29 (s, 1H, 1'-H), 8.00-7.90 (m, 1H, Ph), 7.82-6.96 (m, 17H, Ph), 6.95-6.81 (m, 2H, Ph), 3.86 (q, J=7.0 Hz, 1H, 2-H), 3.79 (s, 3H, OMe), 1.49 (d, J=7.0 Hz, 3H, 3-H);13C NMR (CDCl3): delta173.6, 157.6, 135.1, 134.7, 134.5, 133.8, 133.7, 133.6, 131.2, 130.8, 129.3, 129.1, 128.9, 128.8, 128.7, 128.6, 128.3, 127.1, 126.7, 126.5, 126.3, 126.2, 125.8, 125.6, 125.3, 125.2, 125.0, 123.4, 123.3, 118.9, 105.5, 71.2, 55.2, 45.5, 18.3;HR MS: calculated for C35H28O3Na (M+Na+)=519.1931; found 519.1932.

Reference： [1]European Journal of Organic Chemistry,2008,p. 5887 - 5890
[2]Journal of the American Chemical Society,2010,vol. 132,p. 11629 - 11641
[3]Journal of the American Chemical Society,2010,vol. 132,p. 11629 - 11641
[4]Patent: US2010/234610,2010,A1 .Location in patent: Page/Page column 13-14

72
[ 23981-80-8 ]
[ 62784-66-1 ]
[ 1116086-50-0 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]European Journal of Organic Chemistry,2008,p. 5887 - 5890
[2]Journal of the American Chemical Society,2010,vol. 132,p. 11629 - 11641

73
[ 880872-42-4 ]
[ 23979-41-1 ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 10 Preparation of (R)-Naproxen 15 g of (R)-Naproxen salt is suspended in 150 ml of ethyl acetate at 30 C. 30 ml of DM water is added to the suspension and stirred for 20 min. 25 ml of 15% NaOH solution is slowly added to this at 20-25 C. to get pH 9-10. The clear solution is stirred for 30 min. at 30 C. The layers are separated and the aq layer is adjusted to pH ~6 with dil HCl. & extracted in 50 ml ethyl acetate to give 5 g of title compound. Specific optical rotation (at 26 C.): -20.8 (c=1, CHCl3)

Reference： [1]Patent: US2009/253932,2009,A1 .Location in patent: Page/Page column 4

74
[ 23979-41-1 ]
(-)-6-O-Demethylnaproxen [ No CAS ]

Reference： [1]Tetrahedron,2009,vol. 65,p. 6370 - 6381

75
[ 1213788-17-0 ]
(S)-N-2-naproxenyl-1,2,4-triazole [ No CAS ]
[ 23979-41-1 ]

Reference： [1]Advanced Synthesis and Catalysis,2009,vol. 351,p. 2333 - 2341

76
[ 1213788-16-9 ]
(S)-N-2-naproxenylpyrazole [ No CAS ]
(R)-N-2-naproxenylpyrazole [ No CAS ]
[ 23979-41-1 ]

Reference： [1]Advanced Synthesis and Catalysis,2009,vol. 351,p. 2333 - 2341

77
[ 30012-51-2 ]
[ 23979-41-1 ]
[ 81623-44-1 ]
[ 26159-35-3 ]

Reference： [1]Advanced Synthesis and Catalysis,2009,vol. 351,p. 2333 - 2341

78
[ 78457-23-5 ]
1-(1H-imidazol-1-yl)-2-(2-methoxynaphthalen-6-yl)propan-1-one [ No CAS ]
(R)-N-2-naproxenylimidazole [ No CAS ]
[ 23979-41-1 ]

Reference： [1]Advanced Synthesis and Catalysis,2009,vol. 351,p. 2333 - 2341

79
[ 62784-66-1 ]
[ 52344-67-9 ]
(R)-naproxen di(1-naphthyl)methyl ester [ No CAS ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Advanced Synthesis and Catalysis,2009,vol. 351,p. 2301 - 2304

80
[ 51-67-2 ]
[ 23979-41-1 ]
[ 1173289-41-2 ]

Reference： [1]Journal of Medicinal Chemistry,2009,vol. 52,p. 4277 - 4287

81
[ 1219495-30-3 ]
[ 23979-41-1 ]
C₁₄H₁₄O₃*C₂₀H₂₁N [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 728 - 736

82
[ 2914-77-4 ]
[ 23979-41-1 ]
(+)-tramadol-(R)-naproxen [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%		Example 2: (+)-tramadol-(ff)-naproxen (1 :2) co-crystalProcess to obtain (+)-tramadol-(ff)-naproxen (1 :2) co-crystal:A solution of (f?)-naproxen (751 mg, 3.26 mmol) in 4 ml_ of methanol was added to a solution of (+)-tramadol (430 mg, 1.63 mmol) in 1 mL of methanol. The mixture was stirred for 30 minutes and the solvent was evaporated under vacuum rendering an oil, which solidified by cooling to -1970C. The resulting solid was suspended in 10 mL of diisopropyl ether and stirred for 7 days at room temperature. The resulting suspension was filtered off. The filtrate was washed with 5 mL of diisopropyl ether and dried under vacuum at 4O0C (10 mm Hg) for 16 hours to give a co-crystal of (+)-tramadol-(f?)-naproxen in a 1 :2 ratio as a crystalline white solid (620 mg, 53%).

Reference： [1]Patent: WO2010/43412,2010,A1 .Location in patent: Page/Page column 25

83
[ 863203-65-0 ]
C₂₀H₁₇NO₅ [ No CAS ]
[ 951305-30-9 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Journal of the American Chemical Society,2010,vol. 132,p. 9144 - 9152

84
[ 23981-80-8 ]
[ 110282-71-8 ]
[ 1187670-15-0 ]
(S)-naproxen di(9-phenanthryl)methyl ester [ No CAS ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Yield	Reaction Conditions	Operation in experiment
	With benzoic acid anhydride; N-ethyl-N,N-diisopropylamine;(R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; In dichloromethane; at 20℃; for 6h;Resolution of racemate;Product distribution / selectivity;	Entry 55To a dichloromethane solution (2.0 mL) containing benzoic anhydride (54.3 mg, 0.240 mmol) and racemic naproxen (46.1 mg, 0.200 mmol); diisopropylethylamine (62.7 muL, 0.360 mmol), benzotetramisole (2.5 mg, 0.010 mmol), and 1,1-di(9-phenanthryl)methanol (38.4 mg, 0.100 mmol) were added in order at room temperature. After stirring the reaction mixture solution at room temperature for 6 hr, the reaction was stopped with saturated ammonium chloride water. After fractionating the organic layer, the aqueous layer was extracted 4 times with dichloromethane. After combining the organic layers, they were dried with anhydrous sodium sulfate. After filtering the solution, it was vacuum concentrated, and the obtained mixture was fractionated by thin layer silica gel chromatography to obtain the corresponding optically active naproxen ester (59.7 mg, 50%, 88% ee) and the unreacted optically active naproxen (12.6 mg, 27%, 61% ee).(R)-naproxen di(9-phenanthryl)methylesterHPLC (CHIRALCELL OD-H, i-PrOH/hexane=1/4, flow rate=0.75 mL/mi): tR=23.7 min (94.1%), tR=41.1 min (5.9%);IR (KBr): 3063, 1731, 1605, 1265, 1028, 749, 727 cm-1;1H NMR (CDCl3): delta8.84-8.50 (m, 4H, Ph), 8.43 (s, 1H, 1'-H), 8.25-8.12 (m, 1H, Ph), 7.80-7.08 (m, 18H, Ph), 6.83-6.75 (m, 1H, Ph), 4.03 (q, J=7.1 Hz, 1H, 2-H), 3.96 (s, 3H, OMe), 1.64 (d, J=7.1 Hz, 3H, 3-H);13C NMR (CDCl3): delta173.5, 157.9, 135.2, 134.0, 132.9, 132.6, 131.0, 130.9, 130.6, 130.6, 130.3, 130.2, 129.8, 129.5, 129.1, 129.0, 128.9, 128.3, 128.0, 127.4, 127.3, 127.2, 126.8, 126.6, 126.6, 126.5, 126.4, 126.3, 126.2, 124.2, 123.9, 123.4, 123.1, 122.4, 122.2, 119.0, 105.6, 71.0, 55.4, 45.7, 18.0.(S)-naproxenHPLC (CHIRALPAK AD-H, i-PrOH/hexane/TFA=1/10/0.01, flow rate=1.0 mL/min); tR=13.8 min (18.9%), tR=15.8 min (81.1%);1H NMR (CDCl3): delta9.42 (br s, 1H, COOH), 7.68-7.55 (m, 3H, Ph), 7.33-7.28 (m, 1H, Ph), 7.13-6.99 (m, 2H, Ph), 3.83 (s, 3H, OMe), 3.79 (q, J=7.2 Hz, 1H, 2-H), 1.50 (d, J=7.2 Hz, 3H, 3-H).

Reference： [1]Patent: US2010/234610,2010,A1 .Location in patent: Page/Page column 13-14
[2]Tetrahedron Letters,2010,vol. 51,p. 5666 - 5669

85
[ 67-56-1 ]
[ 23981-80-8 ]
[ 22204-53-1 ]
[ 23979-41-1 ]
[ 81623-44-1 ]
[ 26159-35-3 ]

Reference： [1]Journal of Molecular Catalysis B: Enzymatic,2010,vol. 65,p. 49 - 51
[2]Journal of Molecular Catalysis B: Enzymatic,2010,vol. 65,p. 49 - 51

86
[ 1220907-01-6 ]
[ 1312025-26-5 ]
[ 23979-41-1 ]

Reference： [1]Journal of Molecular Catalysis B: Enzymatic,2010,vol. 66,p. 113 - 119

87
[ 1220907-01-6 ]
[ 1312025-25-4 ]
[ 22204-53-1 ]
[ 23979-41-1 ]

Reference： [1]Journal of Molecular Catalysis B: Enzymatic,2010,vol. 66,p. 113 - 119

88
[ 23979-41-1 ]
[ 109-73-9 ]
[ 1245796-24-0 ]

Reference： [1]Biomacromolecules,2010,vol. 11,p. 2255 - 2260

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Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Physical hazards
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 23979-41-1 ] {[proInfo.proName]}

Quality Control of [ 23979-41-1 ]

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[ 23979-41-1 ] Synthesis Path-Downstream 1~88

Related Functional Groups of [ 23979-41-1 ]

Aryls

Ethers

Carboxylic Acids

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[ 23979-41-1 ]