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Quality Control of [ 77897-23-5 ] Purity: 95% SDS Specification

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Product Details of [ 77897-23-5 ]

CAS No. :	77897-23-5
Formula :	C₁₁H₁₅NO
M.W :	177.24
MDL No. :	MFCD11519115
InChI Key :	LSXCLMMIDIVSFG-NSHDSACASA-N
Pubchem ID :	10487535

Safety of [ 77897-23-5 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319
Precautionary Statements:	P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362

Application In Synthesis [ 77897-23-5 ]

* 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 [ 77897-23-5 ]

[ 77897-23-5 ] Synthesis Path-Downstream 1~18

1
[ 7684-27-7 ]
[ 1346681-71-7 ]
[ 481038-59-9 ]
[ 1346681-96-6 ]
(3R)-3-benzyl-4-(3-mesitylpropanoyl)morpholine [ No CAS ]
[ 77897-23-5 ]

Reference： [1]Journal of the American Chemical Society,2011,vol. 133,p. 19698 - 19701

2
[ 7684-27-7 ]
C₁₅H₂₀O₂ [ No CAS ]
[ 481038-59-9 ]
[ 1346681-96-6 ]
(3R)-3-benzyl-4-(3-mesitylpropanoyl)morpholine [ No CAS ]
[ 77897-23-5 ]

Reference： [1]Chemical Communications,2012,vol. 48,p. 8892 - 8894

3
[ 7684-27-7 ]
C₃₀H₂₉N₂O₅Pol [ No CAS ]
[ 481038-59-9 ]
[ 1417826-89-1 ]
[ 1417826-97-1 ]
[ 77897-23-5 ]

Reference： [1]Angewandte Chemie - International Edition,2012,vol. 51,p. 10660 - 10663
Angew. Chem.,2012,vol. 124,p. 10815 - 10819,5

4
[ 7684-27-7 ]
C₃₀H₂₈N₃O₇Pol [ No CAS ]
[ 481038-59-9 ]
[ 1417826-95-9 ]
(R)-1-(3-benzylmorpholino)-3-(2-nitrophenyl)propan-1-one [ No CAS ]
[ 77897-23-5 ]

Yield	Reaction Conditions	Operation in experiment
50%; 43%	In dichloromethane; for 48h;	General procedure: Example 43: Kinetic Resolution of Racemic 3-Benzyl- morpholine with Polymer Supported Reagent (R,S) -10Racemic 3-benzylmorpholine (79.0 mg, 0.45 mmol, 1.00 equiv) , in CH2C12 (2 ml) was resolved according to the general procedure of Example 31 by treatment with the resin supported reagent 10 (Example 41; 300 mg, ~1.00 mmol/g, -0.65 - 0.70 equiv) for 48 h. The solution from the polymer support wash was concentrated under reduced pressure and the amide product and unreacted amine were separated by column chromatography (CH2Cl2: eOH 95:5 for amide) ( CH2C12 : MeOH 1:1 for amine) .Recovered amine 40 mg (50% yield, er = 87:13); acylated product 68 mg (43% yield, er = 92:8) .Calculated conversion c = 47%, s = 25.(S)-l-(3- Benzylmorpholino) -3- (2- nitrophenyl)propan-1 -one (amide product) [a] 23D (c = 0.75, CHC13) -14.4 ( er = 92:8); H NMR (400 MHz, CDCl3) δ 7.90 (m, 1H) , 7.55 (m, 1H) , 7.45- 7.30 (m, 2H), 7.30-7.10 (m, 5H) , 6.75 (m, 0.1H), 4.65 (m, 0.4H), 4.42 (apparent dd, J = 13.8, 2.6, 0.5H), 3.95 (m, 1H), 3.75 (m, 1.5H), 3.60-3.30 (m, 2.4H), 3.20-3.00 (m, 2.8H), 3.00-2.90 (m, 1H) , 2.85-2.65 (m, 1.5H), 2.60-2.50 (m, 1H), 2.0 (m, 0.6H), 1.80 (m, 0.2H);13C NMR (100 MHz, CDC13) δ 175.6, 170.8, 170.5, 149.3, 133.1, 132.8, 129.6, 129.3, 128.8, 128.5, 127.4, 126.9, 124.8, 124.7, 114.3, 68.9, 67.4, 67.2, 66.7, 55.5, 50.5, 41.8, 37.2, 35.8, 34.7, 34.4, 34.2, 33.2, 29.1, 28.8, 28.2;HRMS (ESI) calculated for [C20H22N2O,jNa ] + m/z = 377.1472; found m/z = 377.1465;IR (u/cnf1, neat) 2923, 2858, 1643, 1523, 1495, 1426, 1348, 1119;SFC column: Daicel Chiralpak ADH (4.6 χ 250 mm); gradient: 5% iPrOH in C02 to 50% iPrOH in C02 over 10 min; flow: 3.0 ml/min; detection: 254 nm. Retention time: tR = 7.3 min (minor), 7.6 min (major) .(R) -3-Benzylmophol ine (recovered amine)[ aj D (c = 0.75, CHCI3) : +11.7 (er = 92:8); Amine was converted into an amide by using 3 phenylpropanoyl chloride and Et3N to determine er by SFC;SFC: column: Daicel Chiralpak OJH (4.6 χ 250 mm) gradient: 5% iPrOH in C02 to 50% iPrOH in C02 over 10 min flow: 3.0 ml/min; detection: 254 nm. Retention time tR = 5.8 min (major), 6.4 min (minor) .

Reference： [1]Patent: WO2013/7371,2013,A2 .Location in patent: Page/Page column 111; 112; 113
[2]Angewandte Chemie - International Edition,2012,vol. 51,p. 10660 - 10663
Angew. Chem.,2012,vol. 124,p. 10815 - 10819,5

5
[ 7684-27-7 ]
C₂₆H₂₇N₂O₅Pol [ No CAS ]
[ 481038-59-9 ]
[ 1417826-96-0 ]
(R)-1-(3-benzylmorpholino)pent-4-en-1-one [ No CAS ]
[ 77897-23-5 ]

Reference： [1]Angewandte Chemie - International Edition,2012,vol. 51,p. 10660 - 10663
Angew. Chem.,2012,vol. 124,p. 10815 - 10819,5

6
[ 7684-27-7 ]
[ 77363-90-7 ]
[ 481038-59-9 ]
[ 1417827-02-1 ]
C₂₂H₂₅NO₂ [ No CAS ]
[ 77897-23-5 ]