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[ CAS No. 1501-04-8 ]

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Chemical Structure| 1501-04-8
Chemical Structure| 1501-04-8
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CAS No. :1501-04-8 MDL No. :MFCD00043757
Formula : C12H14O3 Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :206.24 g/mol Pubchem ID :137042
Synonyms :

Safety of [ 1501-04-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1501-04-8 ]

  • Downstream synthetic route of [ 1501-04-8 ]

[ 1501-04-8 ] Synthesis Path-Downstream   1~17

  • 2
  • [ 67-56-1 ]
  • [ 1501-05-9 ]
  • [ 1501-04-8 ]
YieldReaction ConditionsOperation in experiment
99% With acetyl chloride at 0 - 20℃; for 15h; Inert atmosphere;
97% With sulfuric acid for 1h;
97% With sulfuric acid
96% With acetyl chloride at 0 - 20℃;
95% With tert.-butylnitrite at 40℃; for 48h; 35 Add compound 1ai (0.5 mmol, 96.2 mg) and methanol containing 40 mol% tert-butyl nitrite to the reaction tube; then react for 48 hours at 40°C in air; after the reaction, add sodium thiosulfate and stir. After quenching, using a rotary evaporator to remove the solvent, adsorbing on silica gel, and finally performing column chromatography with a mixed solvent of ethyl acetate and petroleum ether to obtain the product 3ai with a yield of 95%.
95% With tert.-butylnitrite at 40℃; for 48h; Green chemistry;
92% With sulfuric acid at 68℃;
90% With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 24h; Inert atmosphere;
85% With sulfuric acid In benzene for 3h; Heating;
85% With diazomethyl-trimethyl-silane In hexane; dichloromethane at 25℃; for 16h; 1 Weigh 1.9221g benzoylbutyric acid (0.01mol) and place it in a round bottom flask,Add 20mL dichloromethane and 10mL methanol,Stir until completely dissolved;Take 20mL of 2mol/L trimethylsilyldiazomethane in n-hexane solution,Add to the benzoyl butyric acid solution four times,Add 5mL each time, with an interval of 1h twice,Stir at room temperature (25°C) for 16h,Evaporate and concentrate, use n-hexane: ether=1:1 as the mobile phase on a silica gel column,Obtain methyl benzoylbutyrate (1.7531g, yield: 85%),It is a light yellow oil phase, and the liquid chromatogram of the product is shown in Figure 3.It can be seen from Figure 3 that the result of the liquid phase is a single peak,Without other impurity peaks,From this result, it can be considered that the purity of methyl benzoyl butyrate prepared by this method is relatively high.
53% With toluene-4-sulfonic acid In benzene for 18h; Reflux;
With hydrogenchloride
With sulfuric acid
With hydrogenchloride
With pyridinium p-toluenesulfonate Yield given;
With toluene-4-sulfonic acid In chloroform at 61℃;
With thionyl chloride
With sulfuric acid
With sulfuric acid for 2h; Reflux;
4.9 g With acetyl chloride at 0 - 20℃; for 24h;

Reference: [1]Schlegel, Marcel; Schneider, Christoph [Organic Letters, 2018, vol. 20, # 10, p. 3119 - 3123]
[2]Downham, Robert; Edwards, Paul J.; Entwistle, David A.; Hughes, Andrew B.; Kim, Kun Soo; Ley, Steven V. [Tetrahedron Asymmetry, 1995, vol. 6, # 10, p. 2403 - 2440]
[3]Periasamy, Mariappan; Gurubrahamam, Ramani; Muthukumaragopal, Gopal P. [Tetrahedron Asymmetry, 2013, vol. 24, # 9-10, p. 568 - 574]
[4]Pulipaka, Aravinda B.; Bergmeier, Stephen C. [Journal of Organic Chemistry, 2008, vol. 73, # 4, p. 1462 - 1467]
[5]Current Patent Assignee: SOOCHOW UNIVERSITY (SUZHOU) - CN112552171, 2021, A Location in patent: Paragraph 0057-0058
[6]Cheng, Xionglve; Jiang, Gangzhong; Li, Xingxing; Tao, Suyan; Wan, Xiaobing; Zhao, Yanwei; Zheng, Yonggao [European Journal of Organic Chemistry, 2021, vol. 2021, # 18, p. 2713 - 2718]
[7]Mourelle-Insua, Ángela; Zampieri, Luiz Arthur; Lavandera, Iván; Gotor-Fernández, Vicente [Advanced Synthesis and Catalysis, 2018, vol. 360, # 4, p. 686 - 695]
[8]Shi, Yongjie; Tan, Xuefeng; Gao, Shuang; Zhang, Yao; Wang, Jingxin; Zhang, Xumu; Yin, Qin [Organic Letters, 2020, vol. 22, # 7, p. 2707 - 2713]
[9]Zheng, Liping; Zhou, Qingmei; Deng, Xianyu; Yuan, Min; Yu, Gang; Cao, Yong [Journal of Physical Chemistry B, 2004, vol. 108, # 32, p. 11921 - 11926]
[10]Current Patent Assignee: WUXI UTMOST LIGHT TECHNOLOGY CO LTD - CN111875494, 2020, A Location in patent: Paragraph 0055-0056
[11]Shu, Chunying; Xu, Wei; Slebodnick, Carla; Champion, Hunter; Fu, Wujun; Reid, Jonathan E.; Azurmendi, Hugo; Wang, Chunru; Harich, L Kim; Dorn, Harry C.; Gibson, Harry W. [Organic Letters, 2009, vol. 11, # 8, p. 1753 - 1756]
[12]Allen; Cressman [Journal of the American Chemical Society, 1933, vol. 55, p. 2953,2958] Sugimoto [Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1944, vol. 64, # 4, p. 199][Chem.Abstr., 1951, p. 2862]
[13]Pasto,D.J.; Serve,M.P. [Journal of the American Chemical Society, 1965, vol. 87, p. 1515 - 1521] Taylor, Edward C.; Conley, Richard A.; Katz, Alan H; McKillop, Alexander [Journal of Organic Chemistry, 1984, vol. 49, # 20, p. 3840 - 3841]
[14]Din, Laily Bin; Meth-Cohn, Otto; Walshe, Nigel D. A. [Journal of the Chemical Society. Perkin transactions I, 1991, # 4, p. 781 - 786]
[15]Pearson, William H.; Walters, Michael A.; Oswell, Kira D. [Journal of the American Chemical Society, 1986, vol. 108, # 10, p. 2769 - 2771]
[16]Hassarajani, S. A.; Dhotare, B.; Chattopadhyay, A.; Mamdapur, V. R. [Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1998, vol. 37, # 1, p. 80 - 81]
[17]Hartung, Jens; Greb, Marco [Tetrahedron Letters, 2003, vol. 44, # 32, p. 6091 - 6093]
[18]Jong, Ling; Zaveri, Nurulain; Toll, Lawrence [Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 1, p. 181 - 185]
[19]Location in patent: scheme or table Starodubtseva; Turova; Antipova; Vinogradov; Sagirova; Malyshev; Struchkova [Russian Chemical Bulletin, 2010, vol. 59, # 7, p. 1463 - 1466]
[20]Jana, Sadhan; Kumar, Sangit; Rathore, Vandana; Verma, Ajay [Synlett, 2019, vol. 30, # 14, p. 1667 - 1672]
[21]Moriyama, Katsuhiko; Kuramochi, Masako; Tsuzuki, Seiji; Fujii, Kozo; Morita, Takeshi [Organic Letters, 2021, vol. 23, # 2, p. 268 - 273]
  • 3
  • [ 1501-04-8 ]
  • [ 1779-49-3 ]
  • [ 102312-78-7 ]
YieldReaction ConditionsOperation in experiment
91% Stage #1: Methyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran for 1h; cooling; Stage #2: Methyl 4-benzoylbutanoate In tetrahydrofuran at -78 - 20℃; Further stages.;
66% Stage #1: Methyltriphenylphosphonium bromide With sodium hexamethyldisilazane In tetrahydrofuran; toluene at -78℃; for 0.5h; Inert atmosphere; Stage #2: Methyl 4-benzoylbutanoate In tetrahydrofuran; toluene at -78 - 20℃; for 17h; Inert atmosphere;
43% Stage #1: Methyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 0℃; for 1h; Stage #2: Methyl 4-benzoylbutanoate In tetrahydrofuran at -78 - 20℃; for 18h;
With potassium <i>tert</i>-butylate In tetrahydrofuran
Stage #1: Methyltriphenylphosphonium bromide With sodium hexamethyldisilazane In tetrahydrofuran; toluene at -78℃; for 0.5h; Inert atmosphere; Stage #2: Methyl 4-benzoylbutanoate In tetrahydrofuran; toluene at -78 - 20℃; for 20h; Inert atmosphere;

  • 4
  • [ 1501-04-8 ]
  • [ 142484-33-1 ]
YieldReaction ConditionsOperation in experiment
100% With bromine In diethyl ether at 20℃; for 1h; 1 Reference Example 1 Reference Example 1 To a solution of methyl 5-oxo-5-phenylpentanoate (16.1 g) in diethyl ether (100 ml) was added bromine (4.01 ml) at room temperature over 30 min. and the mixture was stirred for 30 min.. An aqueous sodium sulfite solution was added to the reaction mixture and the mixture was extracted with diethyl ether.. The diethyl ether layer was washed with saturated brine, dried (MgSO4) and concentrated to give methyl 4-bromo-5-oxo-5-phenylpentanoate (22.1 g, yield 100%) as a pale-yellow oil. NMR(CDCl3)δ: 2.30-2.67(4H, m), 3.70(3H, s), 5.38(1H, dd, J=5.6, 8.2 Hz), 7.44-7.54(2H, m), 7.56-7.66(1H, m), 8.00-8.06(2H, m). Reference Example 2
98% With bromine
  • 5
  • [ 1501-04-8 ]
  • [ 40297-30-1 ]
YieldReaction ConditionsOperation in experiment
78% Stage #1: Methyl 4-benzoylbutanoate With chloro-trimethyl-silane; magnesium In N,N-dimethyl-formamide at -5 - 20℃; for 12.3333h; Inert atmosphere; Stage #2: With sulfuric acid; water In methanol at 20℃; for 3h; 3.1. Typical procedure for Mg-promoted reductive intramolecular coupling of aromatic δ-ketoesters, 2a-g, 7a-c, 9, 14a-f, and -ketoester 3 General procedure: Into a 50-mL three-necked flask were introduced 30 mL of anhydrous N,N-dimethylformamide (DMF) as solvent, 10 equiv mol Mg turning for Grignard reaction, and 2.5 equiv of trimethylsilyl chloride (TMSCl) were added under nitrogen atmosphere, and the solution was stirred at room temperature for 0.5 h. Then the mixture of an aromatic δ-ketoesters, 2a-g, 7a-c, 9, 14a-f, or -ketoester 3 (5.0 mmol) and the additional 2.5 equiv of TMSCl dissolved in 15 mL of anhydrous DMF were added dropwise to the above DMF solution at -5 to 0 °C over 20 min. The reaction mixture was stirred at room temperature for 12 h. After the reaction, the mixture was poured into satd NaHCO3 solution. Organic materials were extracted with three 150-mL portions of ethyl ether. The combined ethereal solution was concentrated under reduced pressure to give the residual oil, which was then treated with 5% sulfuric acid in 50% aqueous methanol at room temperature for 3 h. In the case of the reaction of 14a-f, each of the reaction mixture was found to consist of a complex mixture of several components. Then, the mixture was further treated with 10% aqueous sulfuric acid for another 3 h. The organic components were then extracted with ethyl ether three times, and the combined ethereal solution was dried over anhydrous MgSO4. After removal of MgSO4 by filtration and evaporation of the solvent, isolation by column chromatography gave the corresponding cyclization products in satisfactory yield.
43% Stage #1: Methyl 4-benzoylbutanoate With chloro-trimethyl-silane; magnesium In N,N-dimethyl-formamide at 0 - 20℃; for 18h; Inert atmosphere; Stage #2: With sulfuric acid In methanol at 20℃; for 1h; Inert atmosphere;
With Cp2TiPh; water 1.) Et2O, PhMe, r.t., 1 h; Yield given. Multistep reaction;
78 % Chromat. Stage #1: Methyl 4-benzoylbutanoate With chloro-trimethyl-silane; magnesium In N,N-dimethyl-formamide at 20℃; Stage #2: With sulfuric acid In methanol at 20℃; for 6h; Further stages.;

  • 6
  • [ 1501-04-8 ]
  • [ 1011-61-6 ]
YieldReaction ConditionsOperation in experiment
96% With sodium tetrahydroborate In methanol at 20℃;
87% With sodium tetrahydroborate In methanol at 20℃; for 24h;
60% With lithium aluminium tetrahydride In tetrahydrofuran at 0℃;
With aluminum oxide; sodium tetrahydroborate In hexane at 40℃;
Stage #1: Methyl 4-benzoylbutanoate With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h; Stage #2: With sodium hydroxide In tetrahydrofuran; water 26.A Step A: l-phenylpentane-l,5-diol. A 2.0 M tetrahydrofuran solution of lithium aluminum hydride (2.80 mL, 5.60 mmol) was added to a tetrahydrofuran solution (10 mL) of methyl 5-oxo-5-phenylpentanoate (500 mg, 2.78 mmol) at 0 0C, The reaction mixture was stirred for one hour and quenched with the sequential addition of water (0.2 mL), 10% sodium hydroxide solution (0.2 mL), and water (0.6 mL). It was concentrated in vacuo to give the title compound as a colorless oil. 1H NMR (500 MHz, CDCI3) δ 1.32-1.42 (m, IH), 1.46-1.55 (m, IH), 1.56-1.64 (m, 2H), 1.70-1.78 (m, IH), 1.78-1.88 (m, IH), 3.63 (t, J= 6.6 Hz, 2H), 4.68 (dd, J= 5.7, 7.8 Hz, IH), 7.25-7.30 (m, IH)5 7.32^7.35 (m, 4H).

  • 7
  • [ 17851-98-8 ]
  • [ 292638-85-8 ]
  • [ 1501-04-8 ]
YieldReaction ConditionsOperation in experiment
99% With tetrabutylammomium bromide In tetrahydrofuran for 12h; Heating;
99% With tetrabutylammomium bromide In tetrahydrofuran for 12h; Heating;
  • 8
  • [ 908094-01-9 ]
  • [ 825-54-7 ]
  • [ 1501-04-8 ]
  • 9
  • [ 1501-04-8 ]
  • [ 934520-52-2 ]
YieldReaction ConditionsOperation in experiment
90% With hydroxylamine hydrochloride; sodium acetate In methanol at 50℃;
81% With hydroxylamine hydrochloride; sodium acetate In methanol; water for 5h; Reflux;
With hydroxylamine hydrochloride; sodium acetate In methanol
With hydroxylamine hydrochloride; sodium acetate In ethanol; water for 1h; Reflux;

  • 10
  • [ 623-43-8 ]
  • [ 100-52-7 ]
  • [ 1501-04-8 ]
YieldReaction ConditionsOperation in experiment
96% With 3-methylpyridin-2-ylamine; benzoic acid In toluene at 150℃; for 72h;
  • 11
  • [ 1501-04-8 ]
  • [ 111836-35-2 ]
  • 13
  • [ 1501-04-8 ]
  • [ 120329-58-0 ]
  • [ 160848-22-6 ]
  • 14
  • [ 1501-04-8 ]
  • [ 112022-82-9 ]
  • 1-phenyl-(1R)-pentane-1,5-diol [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 45% 2: 40% Stage #1: Methyl 4-benzoylbutanoate With borane-THF; Trimethyl borate; (S)-diphenylprolinol In tetrahydrofuran at 0 - 25℃; for 2h; Stage #2: With hydrogenchloride; water In tetrahydrofuran 4.3 Synthesis of (1R)-phenylpentan-1,5-diol 3e To a stirred solution of (S)-α,α-diphenyl-2-pyrrolidinemethanol [(S)-DPP, 0.507g, 2mmol] in THF (5mL), trimethyl borate (0.24mL, 2.2mmol) was added and stirred for 1h at 25°C. To this, the THF·BH3 complex (20mmol, 10mL, 2M) was added at 0°C. The ketoester (4.125g, 20mmol) dissolved in THF (100mL) was added to this suspension at 0°C over 1h. The reaction mixture was then stirred at 25°C for 1h. The reaction was carefully hydrolyzed with 2M HCl (2mL) and the organic layer was separated. The aqueous layer was then extracted with ether. The combined organic extract was washed with brine (5mL) and dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure and the crude product was purified on a silica gel column. Hexane:ethyl acetate mixture (85:15) eluted methyl (5R)-methyl-5-hydroxy-5-phenylpentanoate 3d while hexane: ethyl acetate (50:50) eluted (1R)-phenylpentan-1,5-diol (3e). 4.3.1 (5R)-Methyl-5-hydroxy-5-phenylpentanoate 3d12 (0022) Yield: 1.874g (45%). [α]25D=+35.7[α]D25=+35.7 (c 1.2, CHCl3). IR (Neat): (cm-1) 3429, 3028, 2951, 1734, 1726, 1440, 763, 702. 1H NMR (400MHz, CDCl3): δ 7.36-7.28 (m, 5H), 4.70-4.69 (m, 1H), 3.66 (s, 3H), 2.37-2.34 (m, 2H), 2.0 (br s, 1H), 1.84-1.62 (m, 4H). 13C NMR (100MHz, CDCl3): δ 174.2, 144.7, 128.4, 127.4, 125.9, 73.8, 51.5, 38.3, 33.7, 21.2. The isolated (5R)-methyl-5-hydroxy-5-phenylpentanoate 3d was converted into (1R)-phenylpentane-1,5-diol 3e by reduction with THF·BH3 in 92% yield. 4.3.2 (1R)-Phenylpentan-1,5-diol 3e (0023) Yield: 1.442g (40%). [α]25D=+44.0[α]D25=+44.0 (c 1.0, CHCl3) {Lit.18[α]25D=-25.4[α]D25=-25.4 (c 1.28, benzene) for 65% ee of the (S)-isomer}. IR (Neat): (cm-1) 3294, 3061, 3030, 1448, 1028, 700. 1H NMR (400MHz, CDCl3): δ 7.35-7.27 (m, 5H), 4.68 (t, J=5.7Hz, 1H), 3.62 (t, J=6.4Hz, 2H), 2.10 (br s, 1H), 2.04 (s, 1H), 1.87-1.69 (m, 2H), 1.63-1.33 (m, 4H). 13C NMR (100MHz, CDCl3): δ 144.8, 128.5, 127.6, 125.9, 74.5, 62.7, 38.7, 32.4, 22.0. HPLC: 94% ee, Chiral OB-H Hexane (90):Isopropanol (10). Flowrate 1.0mL/min tS(11.2min), tR(15.0min).
  • 15
  • [ 120-46-7 ]
  • [ 292638-85-8 ]
  • [ 1501-04-8 ]
YieldReaction ConditionsOperation in experiment
75% With potassium carbonate In methanol at 85℃; Sealed tube;
75% With potassium carbonate In methanol at 85℃; for 2h; 10 Preparation of methyl 4-benzoylbutyrate(Compound III-10) To the 20 mL reaction tube was added 112 mg (0.5 mmol) of compound dibenzoylmethane7 mg (0.025 mmol) of K2CO3, 91 μL (1 mmol) of methyl acrylate and 2 mL of methanol were added to a 20 mL reaction tube, and the reaction was stirred at 85 ° C for 2 hours. Cooled to room temperature (18 to 25 ° C), transferred to a small flask of 25 mL, the solvent was removed with a rotary evaporator, and the column was eluted with neutral alumina. The developing solvent used was petroleum ether: ethyl acetate = 13: 1 (600 MHz, CDCl 3, 25 ° C, TMS) δ = 7.96 (d, J = 7.8 Hz, 2H), 7.56 (t), and the yield of the compound III-10 77 mg was obtained in a yield of 75%.
  • 16
  • [ 20620-59-1 ]
  • [ 1501-04-8 ]
YieldReaction ConditionsOperation in experiment
74% With 4,5,6,7-tetrafluoro-2-hydroxy-3-(2,2,2-trifluoroethoxy)-3-trifluoromethylisoindolin-1-one; oxygen; cobalt(II) acetate; manganese(III) triacetate dihydrate In 2,2,2-trifluoroethanol at 60℃; for 48h; chemoselective reaction; 3-Oxo-3-phenylpropyl 4-trifluoromethylbenzoate (37a) General procedure: To a solution of benzoate 36a (72.1 mg, 0.300 mmol) in 35(5.8 mg, 0.015 mmol), TFE (0.15 mL), Co(OAc)2 (0.53 mg,0.00300 mmol) and Mn(OAc)3·H2O (0.80 mg, 0.00300 mmol)were added. The reaction mixture was stirred for 48 h at 60°Cunder O2 atmosphere. The mixture was evaporated under reducedpressure, and the residue was purified with flash columnchromatography (SiO2, n-hexane-EtOAc=9 : 1) to afford ketone37a (59.8 mg, 75%).
35% With N,N-dimethylaminomethylferrocene; oxygen In 1,4-dioxane at 80℃; for 15h; Schlenk technique; regioselective reaction;
  • 17
  • [ 1501-04-8 ]
  • C20H35NO [ No CAS ]
  • (R)-1-(((3R,5R,8R,9R,10S,13S,14S,17S)-3-hydroxy-3,13-dimethyihexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)methyl)-6-phenylpiperidin-2-one [ No CAS ]
  • (S)-1-(((3R,5R,8R,9R,10S,13S,14S,17S)-3-hydroxy-3,13-dimethyihexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)methyl)-6-phenylpiperidin-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 36% 2: 29% With sodium cyanoborohydride; acetic acid In methanol at 70℃; for 48h; 13; 14 EXAMPLES 13 & 14: Synthesis of (R)-l-(((3R,5R,8R,9R,10S,13S,14S,17S)-3-hydroxy- 3,13-dimethylhexadecahydro-lH-cyclopenta[a]phenanthren-17-yl)methyl)-6- phenylpiperidin-2-one (A22) & (S)-l-(((3R,5R,8R,9R,10S,13S,14S,17S)-3-hydroxy-3,13- dimethylhexadecahydro-lH-cyclopenta[a]phenanthren-17-yl)methyl)-6- phenylpiperidin-2-one (A23) To a stirred solution of A5 (300 mg, 0.9819 mmol) in methanol (40 mL) was added methyl 5-oxo-5-phenylpentanoate (241 mg, 1.17 mmol) and NaCNBfb, (154 mg, 2.45 mmol). The mixture was brought to pH 6 with HO Ac (1 mL). After stirring at 70°C for 48 h, the reaction mixture was extracted with ethyl acetate (2 x 80 mL). The combined organic solution was washed with brine (100 mL), dried over Na2S04, filtered and concentrated under vacuum to give a residue, which was triturated in MeCN (20 mL) at 20°C to give solid (410 mg). The material was initially purified by flash column chromatography (ethyl acetate in petroleum ether, 75%) to give a solid (140 mg, 34%) followed by SFC (column:AD(250mm*30mm,5um)), gradient: 35-35% B (A= 0.1%NH3/H2O, B= EtOH ), flow rate:80 mL/min) to give A22 (Peak 1, 50 mg, 36%) and A23 (Peak 2, 40 mg, 29%) as solids.A22: HNMR (400 MHz, CDC13) d 7.34 (d, / = 4.0 Hz, 4H), 7.30-7.27 (m, 1H), 5.32 (s,1H), 4.70 (s, 1H), 3.40-3.26 (m, 1H), 3.21-3.05 (m, 1H), 2.29 (d, J = 3.6 Hz, 1H), 2.24-2.15 (m, 2H), 1.88-1.58 (m, 9H), 1.53-1.28 (m, 11H), 1.26 (s, 4H), 1.18-0.93 (m, 6H), 0.65 (s,3H); LC-ELSD/MS purity 96.6%. MS ESI calcd. for C31H46NO2 [M +H]+464, found 464. Analytical SFC 100%de. (condition: Column: ChiralPak AD-3 150x4.6mm I.D., 3um;Gradient: 40% of Ethanol (0.05% DEA) in CO2; Flow rate: 2.5mL/min Columntemperature:40°C) .A23: HNMR (400 MHz, CDC13) d 7.34 (d, / = 4.4 Hz, 4H), 7.30-7.27 (m, 1H), 5.37-5.29 (m, 1H), 4.74-4.66 (m, 1H), 3.40-3.27 (m, 1H), 3.18-3.10 (m, 1H), 2.30 (s, 1H), 2.24-2.14 (m, 2H), 1.90-1.58 (m, 9H), 1.53-1.28 (m, 11H), 1.26 (s, 4H), 1.19-0.96 (m, 6H), 0.65 (s,3H); LC-ELSD/MS purity 98.5%. MS ESI calcd. for C31H46NO2 [M +H]+464. Analytical SFC 100%de. (condition: Column: ChiralPak AD-3 150x4.6mm I.D., 3um; Gradient: 40% of Ethanol (0.05% DEA) in C02; Flow rate: 2.5mL/min Column temperature:40°C).
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