[ CAS No. 26159-35-3 ] {[proInfo.proName]}

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Quality Control of [ 26159-35-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 26159-35-3 ]

SDS Specification

Alternatived Products of [ 26159-35-3 ]

Product Details of [ 26159-35-3 ]

CAS No. :	26159-35-3	MDL No. :	MFCD12031841
Formula :	C₁₅H₁₆O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZFYFBPCRUQZGJE-JTQLQIEISA-N
M.W :	244.29	Pubchem ID :	9899603
Synonyms :

Safety of [ 26159-35-3 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 26159-35-3 ]

* 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 [ 26159-35-3 ]

[ 26159-35-3 ] Synthesis Path-Downstream 1~15

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

Yield	Reaction Conditions	Operation in experiment
	With Candida cylindracea lipase In various solvent(s) at 22℃; for 216h; other lipase sources: Mucor meihei, Rhizopus arrhizus, Rhizopus sp., Rhizopus oryzae, time: 120 h;
53.8 g	With whole cells of Trichosporon sp In phosphate buffer at 30℃; for 48h;
0.081 mg	With phosphate buffer In 2,2,4-trimethylpentane at 30℃;

Reference： [1]Gu; Chen; Sih [Tetrahedron Letters, 1986, vol. 27, # 16, p. 1763 - 1766]
[2]Koul, Surrinder; Parshad, Rajinder; Taneja, Subhash C.; Qazi, Ghulam N. [Tetrahedron Asymmetry, 2003, vol. 14, # 16, p. 2459 - 2465]
[3]Giorno; D'Amore; Drioli; Cassano; Picci [Journal of Catalysis, 2007, vol. 247, # 2, p. 194 - 200]

2
[ 30012-51-2 ]
[ 26159-35-3 ]

Yield	Reaction Conditions	Operation in experiment
	With Sulfobalus solfataricus P₁ (Sso EST₁) In phosphate buffer for 16h;
	With methanol; sodium at 23℃; Glass beads; Ultrasonic bath;	4 Example 4; Deracemization of methyl (/?S)-2-(6-methoxynaphthalen-2-yl)propanoate; In a standard 10 mL sample vial were added glass beads (0 2-2.5 mm, Aldrich, 8.7 g), methyl (RS)-2-(6-methoxynaphthalen-2-yl)propanoate (0.7553 g), methyl (S)-2-(6- methoxynaphthalen-2-yl)propanoate (0.0030 g) and NaOMe/MeOH (6.302 g from a stock solution prepared by dissolving 2.2 g Na in 45 mL MeOH). The sample vial was closed with a septum, and placed on an Elma Transsonic T470/H ultrasonic bath. The bath was kept at a constant temperature of 23°C using a cooling spiral that was attached to a Julabo F25 thermostat bath. For sampling, 0.3 mL of the slurry was taken using a syringe, filtered on a P4 glass filter and washed with MeOH (approx. 2 mL). The chiral purity was measured using chiral HPLC. 1H NMR (400 MHz, CDCI3): δ = 7.62 (s, 1 H), 7.57 (d, 1 H, J = 8.5 Hz), 7.48-7.45 (m, 2H), 7.18 (d, 1 H, J = 2.6 Hz), 6.89 (d, 1 H, J = 2.4 Hz), 3.71 (q, 1 H, J = 7.1 Hz), 3.36 (s, 3H), 3.28 (s, 3H), 1.52 (d, 3H, J = 7.1 Hz). HPLC analysis was performed on Chiralcel-OJ (250x4.6 mm ID) column, eluent n-hexane/2- propanol 98/2 v/v%, flow 1 mL.min'1 , room temperature, detection at λ=254 nm. Retention times methyl (S)-2-(6-methoxynaphthalen-2-yl)propanoate 10.5 min, methyl (fi)-2-(6-methoxynaphthalen-2-yl)piOpanoate 1 1.4 min. The results of this experiment are given in Figure 1. It can be seen from this Figure that already an initial enantiomeric excess of 1.5% results in the exponential evolution to an enantiopure methyl (S)-2-(6- methoxynaphthalen-2-yl)propanoate solid phase.

Reference： [1]Sehgal, Amitabh C.; Kelly, Robert M. [Journal of the American Chemical Society, 2002, vol. 124, # 28, p. 8190 - 8191]
[2]Current Patent Assignee: KONINKLIJKE DSM N.V. - WO2010/89343, 2010, A1 Location in patent: Page/Page column 9-10

3
[ 67-56-1 ]
[ 201230-82-2 ]
[ 63444-51-9 ]
[ 81623-44-1 ]
[ 26159-35-3 ]

Reference： [1]Bulletin of the Chemical Society of Japan,2004,vol. 77,p. 347 - 355

4
[ 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

5
[ 23981-47-7 ]
[ 26159-35-3 ]

Reference： [1]Organic Letters,1999,vol. 1,p. 1741 - 1744

6
[ 26159-35-3 ]
[ 89617-86-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 80 percent / sodium hypochlorite, aq. HCl / CH₂Cl₂ / 1 h / 15 °C 2: 37percent aq. Hcl / acetone / 3 h / Heating

Reference： [1]Piccolo, Oreste; Spreafico, Franca; Visentin, Giuseppina; Valoti, Ermanno [Journal of Organic Chemistry, 1987, vol. 52, # 1, p. 10 - 14]

7
[ 30012-51-2 ]
[ 23979-41-1 ]
[ 81623-44-1 ]
[ 26159-35-3 ]

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

8
[ 26159-35-3 ]
[ 30012-51-2 ]

Yield	Reaction Conditions	Operation in experiment
97.9%	With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In methanol Reflux;
94%	With n-butyllithium; diisopropylamine; lithium diisopropyl amide In tetrahydrofuran; water at -78℃; for 0.666667h; Inert atmosphere;

Reference： [1]Location in patent: experimental part Kiesewetter, Matthew K.; Scholten, Marc D.; Kirn, Nicole; Weber, Ryan L.; Hedrick, James L.; Waymouth, Robert M. [Journal of Organic Chemistry, 2009, vol. 74, # 24, p. 9490 - 9496]
[2]Burns, Alexander S.; Wagner, Alexander J.; Fulton, Jennifer L.; Young, Kyle; Zakarian, Armen; Rychnovsky, Scott. D. [Organic Letters, 2017, vol. 19, # 11, p. 2953 - 2956]

9
[ 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

10
[ 23979-41-1 ]
[ 61985-23-7 ]
[ 81623-44-1 ]
[ 26159-35-3 ]

Yield	Reaction Conditions	Operation in experiment
	In acetonitrile; at 80℃; for 24h;Inert atmosphere; Sealed vial;	General procedure: Carboxylic acid (0.5 mmol) and MImC (2a, 1.0 mmol) were placed in a dry 20 mL vial with a Teflon tape-coated thread. A magnetic stirbar was added, followed by dry MeCN (1.0 mL), and the vial was quickly sealed with a plastic cap (gas is evolved during the course of the reaction. All experiments should be performed behind a blast shield if a sealed container is used.). The reaction mixture was then stirred at 23 C for 15 min and then heated to 80 C using a heating block for 24 h. The mixture was cooled to room temperature and then the vial was carefully opened (CAUTION: vial under pressure.). The volatiles were removed in vacuo, the resulting residue was dissolved in diethyl ether (20 mL), and then washed with 1 M HCl (10 mL). The aqueous layer was back-extracted with diethyl ether (20 mL) and the organic fractions were combined, washed with a saturated solution of NaHCO3 and then brine, dried over MgSO4, and concentrated in vacuo to afford the desired ester.

Reference： [1]Tetrahedron,2011,vol. 67,p. 8851 - 8859

11
[ 67-56-1 ]
[ 51091-84-0 ]
[ 26159-35-3 ]

Yield	Reaction Conditions	Operation in experiment
95%	In methanol at 20℃; for 2h;
94%	With calcium oxide In 2-methyltetrahydrofuran at 0 - 20℃; for 6h; enantioselective reaction;

Reference： [1]Wang, Tao; Hoffmann, Marvin; Dreuw, Andreas; Hasagić, Edina; Hu, Chao; Stein, Philipp M.; Witzel, Sina; Shi, Hongwei; Yang, Yangyang; Rudolph, Matthias; Stuck, Fabian; Rominger, Frank; Kerscher, Marion; Comba, Peter; Hashmi, A. Stephen K. [Advanced Synthesis and Catalysis, 2021, vol. 363, # 11, p. 2783 - 2795]
[2]Pace, Vittorio; Hoyos, Pilar; Alcántara, Andrés R.; Holzer, Wolfgang [ChemSusChem, 2013, vol. 6, # 5, p. 905 - 910]

12
[ 63444-51-9 ]
[ 26159-35-3 ]

Reference： [1]Organic Process Research and Development,2016,vol. 20,p. 901 - 910
[2]Organic Process Research and Development,2016,vol. 20,p. 901 - 910
[3]Organic Process Research and Development,2016,vol. 20,p. 901 - 910

13
[ 31220-35-6 ]
[ 22204-53-1 ]
[ 23979-41-1 ]
[ 81623-44-1 ]
[ 26159-35-3 ]

Yield	Reaction Conditions	Operation in experiment
	With Yarrowia lipolytica Lip2p lipase; In decane; at 20℃; for 100h;Enzymatic reaction;Kinetics;	General procedure: In a 2 mL reactor (Eppendorf), 750 lL of culture supernatant (or the concentrate supernatant) containing the enzyme and 750 lL ofracemic ethyl ibuprofen, naproxen or ketoprofen (50 mM indecane) were added. The reactors were stirred in a vortex Genie2 (D. Dutscher, Brumat, France) at room temperature for 100 h.At regular time intervals, the progress of the reaction was monitored by analyzing the organic phase composition after phase separationby centrifugation (dilution 1, 10 and 30 in hexane for the ibuprofen, naproxen and ketoprofen ester, respectively).

Reference： [1]Tetrahedron Asymmetry,2017,vol. 28,p. 433 - 441

14
[ 26159-34-2 ]
[ 26159-35-3 ]

Reference： [1]Molecules,2019,vol. 24

15
[ 27607-77-8 ]
[ 27126-76-7 ]
[ 26159-35-3 ]
C₂₂H₂₀F₃IO₆S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	In dichloromethane; 2,2,2-trifluoroethanol at 0 - 20℃; for 1h;	1.1-1.2 1) Add 10 mmol of hydroxy (p-toluenesulfonyloxy) iodobenzene to a mixed solution of 80 mL of dichloromethane and 8 mL of 2,2,2-trifluoroethanol, Join subsequently Naproxen methyl ester Compound 10mmol, After cooling the reaction solution to 0°C, 10mmol of trimethylsilyl trifluoromethanesulfonate was added dropwise, Then react at room temperature for 1 h. 2) After the completion of the reaction, the solvent was distilled off under reduced pressure, and ether was added to stir precipitation to obtain a white solid product with a yield of 88%.

Reference： [1]Current Patent Assignee: WUYI UNIVERSITY - CN111943874, 2020, A Location in patent: Paragraph 0039-0043

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[ CAS No. 26159-35-3 ] {[proInfo.proName]}

Quality Control of [ 26159-35-3 ]

Related Doc. of [ 26159-35-3 ]

Product Details of [ 26159-35-3 ]

Safety of [ 26159-35-3 ]

Application In Synthesis of [ 26159-35-3 ]

[ 26159-35-3 ] Synthesis Path-Downstream 1~15

Precautionary Statements-General

Prevention

Response

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Disposal

Physical hazards

Health hazards

Environmental hazards

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