Name: 144896-92-4|(S)-5-Phenylmorpholin-2-one|97%
Brand: Ambeed
SKU: A247022
Price: 20.0 USD
Availability: InStock
Rating: 92 (22 reviews)

1
[ 50-00-0 ]
[ 144896-92-4 ]
[ 144896-93-5 ]

Yield	Reaction Conditions	Operation in experiment
100%	In benzene Heating;

Reference： [1]Harwood, Laurence M.; Macro, Jason; Watkin, David; Williams, C. Eleri; Wong, Ling F. [Tetrahedron Asymmetry, 1992, vol. 3, # 9, p. 1127 - 1130]

2
[ 17206-61-0 ]
[ 144896-92-4 ]
(2R,7R,9S,13S)-1-aza-11-oxo-13-phenyltricyclo<7.4.0^1,9.0^2,7>tridecan-10-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With molecular sieve In toluene for 12h; Heating;

Reference： [1]Harwood; Lilley [Tetrahedron Letters, 1993, vol. 34, # 3, p. 537 - 540]

3
[ 620-72-4 ]
[ 20989-17-7 ]
[ 144896-92-4 ]

Yield	Reaction Conditions	Operation in experiment
53%	With N-ethyl-N,N-diisopropylamine; In acetonitrile;Inert atmosphere;	(5S)-5-Phenylmorpholin-2-One A solution of S-(+)-Phenyl glycinol (Aldrich, 10.17 g, 78.12 mmol) and Diisopropylethylamine (Aldrich, 34 mL, 195 mmol, 2.5 equivalents) was prepared in CH3CN (200 mL). This solution was added to phenyl-alpha-bromoacetate (18.48 g, 85.9 mnol, 1.1 equivalents) dissolved in CH3CN (50 mL) under nitrogen dropwise over 2 hours. The resulting solution was stirred under nitrogen for 16-20 hours. The solvent was removed by rotoevaporation keeping the bath temperature at below 25° C. To the oil was added ethyl acetate (120 mL) and the mixture was stirred for 15 minutes. The resulting white precipitate was filtered off and the solid washed with ethyl acetate (25 mL). The filtrate was rotoevaporated to an oil keeping the bath temperature below 25° C. After drying under vacuum for 0.5 hours, the oil was dissolved in CH2Cl2 (17 mL) and loaded onto a silica gel column (60 g packed with 10percent ethyl acetate/hexanes. The upper byproduct spots were eluted with 10percent ethyl acetate/hexanes and the product was eluted with 50percent ethyl acetate/hexanes-100percent ethyl acetate. The fractions containing the product were rotoevaporated to an oil keeping the bath temperature below 25° C. This oil was dissolved in ethyl acetate (12 mL) and hexanes (60 mL) was added slowly in an ice bath to precipitate the product. The resulting precipitate was filtered. The white to yellow solid was vacuum dried. The (5S)-5-phenylmorpholin-2-one obtained (7.4 g, 41.8 mmol, 53percent) was used directly in the next step.
53%	With N-ethyl-N,N-diisopropylamine; In acetonitrile; at -5 - 20℃; for 20.5h;Inert atmosphere;	The raw material EGS-A0'18.48g was dissolved in 50 ml of acetonitrile at 25 to 30 °C and transferred into a 500 ml three-necked flask. The raw material EGS-A010.17g and DIPEA 34ml were dissolved in 200ml acetonitrile, and into the constant pressure titration funnel, nitrogen replacement 2 times, ice bath for 30min, the temperature dropped to -5 °C, drop EGS-A0 and DIPEA, dropping speed to control the internal temperature below 5 °C, dropping for about 2h, continue stirring for 30min, the nitrogen protection at room temperature for 20h, TLC (EA: EA = 1: 1; raw material Rf = 0.2 and 0.8; product Rf = 0.4) to the point where the starting material disappears, the reaction is terminated, the solvent in the reaction solution is vacuum dried at 20 °C. Add 10mlEA spin dry, repeat once, add 120mlEA, stirring, ice bath, cooling to below 8 , filter the solid, 10mlEA wash three times,The solvent was centrifuged at 20 ° C and dried on a PE: EA = 1: 1 column to give the title product (7.4 g, white solid) in 53percent yield.
		A flask was charged with (S)-2-amino-2-phenylethanol (100 g), acetonitrile (2000mL) and stirred for 10 minutes followed by addition of N-ethyl-diisopropyl amine (236 mL) and further stirring for 5-10 minutes. Then a mixture of <strong>[620-72-4]phenyl 2-bromoacetate</strong> (180 g) in acetonitrile (500 mL) was slowly added to the above reaction mixture at room temperature over a period of about 75 minutes. The mixture was maintained at room temperature for about 2.5 hours and then kept under cold conditions for further experimentation purpose.

Reference： [1]Tetrahedron Asymmetry,1991,vol. 2,p. 169 - 172
[2]Patent: US9546161,2017,B2 .Location in patent: Page/Page column 16; 17
[3]Patent: CN106349210,2017,A .Location in patent: Paragraph 0075; 0076; 0077
[4]Patent: WO2017/68496,2017,A1 .Location in patent: Page/Page column 26

4
[ 120983-16-6 ]
[ 144896-92-4 ]
[ 147406-87-9 ]

Yield	Reaction Conditions	Operation in experiment
75%	With molecular sieve In toluene for 48h; Heating;

Reference： [1]Harwood; Lilley [Tetrahedron Letters, 1993, vol. 34, # 3, p. 537 - 540]

5
[ 144896-92-4 ]
[ 100-52-7 ]
[ 144896-94-6 ]

Yield	Reaction Conditions	Operation in experiment
69%	In toluene Heating;
69%	In toluene for 48h; Heating;

Reference： [1]Harwood, Laurence M.; Macro, Jason; Watkin, David; Williams, C. Eleri; Wong, Ling F. [Tetrahedron Asymmetry, 1992, vol. 3, # 9, p. 1127 - 1130]
[2]Alker, David; Hamblett, Giles; Harwood, Laurence M.; Robertson, Sarah M.; Watkin, David J.; Williams, C. Eleri [Tetrahedron, 1998, vol. 54, # 22, p. 6089 - 6098]

6
[ 144896-92-4 ]
[ 2043-61-0 ]
[ 144896-95-7 ]

Yield	Reaction Conditions	Operation in experiment
80%	In toluene for 48h; Heating;
69%	In toluene Heating;

Reference： [1]Alker, David; Hamblett, Giles; Harwood, Laurence M.; Robertson, Sarah M.; Watkin, David J.; Williams, C. Eleri [Tetrahedron, 1998, vol. 54, # 22, p. 6089 - 6098]
[2]Harwood, Laurence M.; Macro, Jason; Watkin, David; Williams, C. Eleri; Wong, Ling F. [Tetrahedron Asymmetry, 1992, vol. 3, # 9, p. 1127 - 1130]

7
[ 144896-92-4 ]
[ 624-48-6 ]
ethyl glyoxylate polymer [ No CAS ]
[ 172032-98-3 ]

Yield	Reaction Conditions	Operation in experiment
44%	With molecular sieve; magnesium bromide In tetrahydrofuran Ambient temperature;

Reference： [1]Harwood, L. M.; Lilley, I. A. [Tetrahedron Asymmetry, 1995, vol. 6, # 7, p. 1557 - 1560]

8
[ 144896-92-4 ]
ethyl glyoxylate polymer [ No CAS ]
[ 624-49-7 ]
[ 172139-89-8 ]

Yield	Reaction Conditions	Operation in experiment
65%	With molecular sieve; magnesium bromide In tetrahydrofuran Ambient temperature;

Reference： [1]Harwood, L. M.; Lilley, I. A. [Tetrahedron Asymmetry, 1995, vol. 6, # 7, p. 1557 - 1560]

9
[ 13331-23-2 ]
[ 50-00-0 ]
[ 144896-92-4 ]
(S)-4-Furan-2-ylmethyl-5-phenyl-morpholin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	In tetrahydrofuran Heating;

Reference： [1]Harwood, Laurence M.; Currie, Gordon S.; Drew, Michael G. B.; Luke, Richard W. A. [Chemical Communications, 1996, # 16, p. 1953 - 1954]

10
[ 13331-23-2 ]
[ 2987-16-8 ]
[ 144896-92-4 ]
[ 182162-03-4 ]
(5S,1'R)-N-[1'-(2-furyl)-3',3'-dimethylbutyl]-5-phenylmorpholin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 3% 2: 75%	In tetrahydrofuran Heating;
75%	In tetrahydrofuran for 2h; Heating;

Reference： [1]Harwood, Laurence M.; Currie, Gordon S.; Drew, Michael G. B.; Luke, Richard W. A. [Chemical Communications, 1996, # 16, p. 1953 - 1954]
[2]Currie, Gordon S.; Drew, Michael G.B.; Harwood, Laurence M.; Hughes, David J.; Luke, Richard W.A.; Vickers, Richard J. [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2000, # 17, p. 2982 - 2990]

11
[ 13331-23-2 ]
[ 144896-92-4 ]
[ 78-84-2 ]
(S)-4-((R)-1-Furan-2-yl-2-methyl-propyl)-5-phenyl-morpholin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
7%	In tetrahydrofuran Heating;
7%	In tetrahydrofuran for 2h; Heating;

Reference： [1]Harwood, Laurence M.; Currie, Gordon S.; Drew, Michael G. B.; Luke, Richard W. A. [Chemical Communications, 1996, # 16, p. 1953 - 1954]
[2]Currie, Gordon S.; Drew, Michael G.B.; Harwood, Laurence M.; Hughes, David J.; Luke, Richard W.A.; Vickers, Richard J. [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2000, # 17, p. 2982 - 2990]

12
[ 13331-23-2 ]
[ 144896-92-4 ]
[ 2043-61-0 ]
(S)-4-((R)-Cyclohexyl-furan-2-yl-methyl)-5-phenyl-morpholin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
6%	In tetrahydrofuran Heating;
6%	In tetrahydrofuran for 2h; Heating;

Reference： [1]Harwood, Laurence M.; Currie, Gordon S.; Drew, Michael G. B.; Luke, Richard W. A. [Chemical Communications, 1996, # 16, p. 1953 - 1954]
[2]Currie, Gordon S.; Drew, Michael G.B.; Harwood, Laurence M.; Hughes, David J.; Luke, Richard W.A.; Vickers, Richard J. [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2000, # 17, p. 2982 - 2990]

13
[ 144896-92-4 ]
[ 183023-15-6 ]

Yield	Reaction Conditions	Operation in experiment
55%	With N-Bromosuccinimide; methyloxirane In dichloromethane for 3h; Ambient temperature;
	With N-Bromosuccinimide; methyloxirane In dichloromethane for 4h; Ambient temperature;

Reference： [1]Ager, David; Cooper, Nicholas; Cox, Geoffrey G.; Garro-Helion, Florence; Harwood, Laurence M. [Tetrahedron Asymmetry, 1996, vol. 7, # 9, p. 2563 - 2566]
[2]Harwood, Laurence M.; Tyler, Simon N. G.; Anslow, A. Susan; MacGilp, Iain D.; Drew, Michael G. B. [Tetrahedron Asymmetry, 1997, vol. 8, # 24, p. 4007 - 4010]

14
[ 622-72-0 ]
[ 144896-92-4 ]
(1R,3R,5S,8aS)-2-Benzyl-1,3-bis-(4-methoxy-phenyl)-5-phenyl-hexahydro-imidazo[5,1-c][1,4]oxazin-8-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With pyridinium p-toluenesulfonate In toluene Heating;

Reference： [1]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron Letters, 1998, vol. 39, # 5-6, p. 475 - 478]

15
[ 67907-60-2 ]
[ 144896-92-4 ]
(1R,3R,5S,8aS)-2-Benzyl-1,3-bis-(4-fluoro-phenyl)-5-phenyl-hexahydro-imidazo[5,1-c][1,4]oxazin-8-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With pyridinium p-toluenesulfonate In toluene Heating;

Reference： [1]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron Letters, 1998, vol. 39, # 5-6, p. 475 - 478]

16
[ 780-25-6 ]
[ 144896-92-4 ]
(1R,3R,5S,8aS)-2-Benzyl-1,3,5-triphenyl-hexahydro-imidazo[5,1-c][1,4]oxazin-8-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
45%	With pyridinium p-toluenesulfonate In toluene Heating;

Reference： [1]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron Letters, 1998, vol. 39, # 5-6, p. 475 - 478]

17
[ 144896-92-4 ]
N-(4-nitrobenzylidene)-1-phenylmethanamine [ No CAS ]
(1R,3R,5S,8aS)-2-Benzyl-1,3-bis-(4-nitro-phenyl)-5-phenyl-hexahydro-imidazo[5,1-c][1,4]oxazin-8-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57%	With pyridinium p-toluenesulfonate In toluene Heating;

Reference： [1]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron Letters, 1998, vol. 39, # 5-6, p. 475 - 478]

18
[ 110-62-3 ]
[ 144896-92-4 ]
(2S,6S,7R,9S)-2-phenyl-7,9-dibutyl-1-aza-4,8-dioxabicyclo[4.3.0^1,6]nonan-5-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	In benzene for 48h; Heating;

Reference： [1]Alker, David; Hamblett, Giles; Harwood, Laurence M.; Robertson, Sarah M.; Watkin, David J.; Williams, C. Eleri [Tetrahedron, 1998, vol. 54, # 22, p. 6089 - 6098]

19
[ 144896-92-4 ]
[ 123-11-5 ]
[ 208932-16-5 ]

Yield	Reaction Conditions	Operation in experiment
50%	In toluene for 48h; Heating;
	In toluene for 24h; Dean-Stark; Inert atmosphere; Reflux;

Reference： [1]Alker, David; Hamblett, Giles; Harwood, Laurence M.; Robertson, Sarah M.; Watkin, David J.; Williams, C. Eleri [Tetrahedron, 1998, vol. 54, # 22, p. 6089 - 6098]
[2]Wilson, Michael W.; Shu, Liming; Hinkovska-Galcheva, Vania; Jin, Yafei; Rajeswaran, Walajapet; Abe, Akira; Zhao, Ting; Luo, Ruijuan; Wang, Lu; Wen, Bo; Liou, Benjamin; Fannin, Venette; Sun, Duxin; Sun, Ying; Shayman, James A.; Larsen, Scott D. [ACS Chemical Neuroscience, 2020, vol. 11, # 20, p. 3464 - 3473]

20
[ 144896-92-4 ]
[ 123-72-8 ]
[ 208932-18-7 ]

Yield	Reaction Conditions	Operation in experiment
86%	In benzene for 48h; Heating;

Reference： [1]Alker, David; Hamblett, Giles; Harwood, Laurence M.; Robertson, Sarah M.; Watkin, David J.; Williams, C. Eleri [Tetrahedron, 1998, vol. 54, # 22, p. 6089 - 6098]

21
[ 144896-92-4 ]
[ 22323-80-4 ]
[ 219908-81-3 ]

Yield	Reaction Conditions	Operation in experiment
53%	In toluene for 48h; Heating;

Reference： [1]Harwood, Laurence M.; Robertson, Sarah M. [Chemical Communications, 1998, # 23, p. 2641 - 2642]

22
[ 541-59-3 ]
[ 50-00-0 ]
[ 144896-92-4 ]
(5S)-N-(maleimidomethyl)-5-phenylmorpholin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	With 3 A molecular sieve; magnesium bromide In tetrahydrofuran for 2h; Heating;

Reference： [1]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]

23
[ 85-41-6 ]
[ 50-00-0 ]
[ 144896-92-4 ]
[ 197167-65-0 ]

Yield	Reaction Conditions	Operation in experiment
49%	With 3 A molecular sieve In tetrahydrofuran for 1.5h; Heating;

Reference： [1]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]

24
[ 50-00-0 ]
[ 4248-19-5 ]
[ 144896-92-4 ]
[ 197167-69-4 ]

Yield	Reaction Conditions	Operation in experiment
31%	With 3 A molecular sieve In tetrahydrofuran for 16h; Heating;

Reference： [1]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]

25
[ 941-69-5 ]
[ 109-87-5 ]
[ 144896-92-4 ]
[ 197167-55-8 ]

Yield	Reaction Conditions	Operation in experiment
23%	With magnesium bromide ethyl etherate In tetrahydrofuran at 20℃;

Reference： [1]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]

26
[ 144896-92-4 ]
tert-butyl N-(N,N-dimethylaminomethyl)carbamate [ No CAS ]
[ 197167-69-4 ]

Yield	Reaction Conditions	Operation in experiment
304 mg	With pyridinium p-toluenesulfonate In tetrahydrofuran at 20℃; for 16h;

Reference： [1]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]

27
[ 144896-92-4 ]
benzyl N-(N,N-dimethylaminomethyl)carbamate [ No CAS ]
[ 197167-72-9 ]

Yield	Reaction Conditions	Operation in experiment
88%	With pyridinium p-toluenesulfonate In tetrahydrofuran at 20℃; for 16h;

Reference： [1]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]

28
[ 197167-72-9 ]
[ 144896-92-4 ]
(5S)-4-methyl-5-phenylmorpholin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 42% 2: 21%	With hydrogen In ethyl acetate

Reference： [1]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]

29
[ 104-53-0 ]
[ 544-92-3 ]
[ 144896-92-4 ]
(S)-2-((S)-2-Oxo-5-phenyl-morpholin-4-yl)-4-phenyl-butyronitrile [ No CAS ]
(R)-2-((S)-2-Oxo-5-phenyl-morpholin-4-yl)-4-phenyl-butyronitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 76% 2: 6%	With hydrogenchloride; sodium sulfate In tetrahydrofuran; 1,4-dioxane Heating;

Reference： [1]Harwood; Drew; Hughes; Vickers [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 14, p. 1581 - 1583]

30
[ 50-00-0 ]
[ 544-92-3 ]
[ 144896-92-4 ]
((S)-2-Oxo-5-phenyl-morpholin-4-yl)-acetonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With hydrogenchloride In tetrahydrofuran at 20℃;

Reference： [1]Harwood; Drew; Hughes; Vickers [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 14, p. 1581 - 1583]

31
[ 110-62-3 ]
[ 544-92-3 ]
[ 144896-92-4 ]
(S)-2-((S)-2-Oxo-5-phenyl-morpholin-4-yl)-hexanenitrile [ No CAS ]
(R)-2-((S)-2-Oxo-5-phenyl-morpholin-4-yl)-hexanenitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 77% 2: 5%	With hydrogenchloride; sodium sulfate In tetrahydrofuran; 1,4-dioxane Heating;

Reference： [1]Harwood; Drew; Hughes; Vickers [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 14, p. 1581 - 1583]

32
[ 544-92-3 ]
[ 555-16-8 ]
[ 144896-92-4 ]
(S)-(4-Nitro-phenyl)-((S)-2-oxo-5-phenyl-morpholin-4-yl)-acetonitrile [ No CAS ]
(R)-(4-Nitro-phenyl)-((S)-2-oxo-5-phenyl-morpholin-4-yl)-acetonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 58% 2: 5%	With hydrogenchloride; sodium sulfate In tetrahydrofuran; 1,4-dioxane Heating;

Reference： [1]Harwood; Drew; Hughes; Vickers [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 14, p. 1581 - 1583]

33
[ 544-92-3 ]
[ 144896-92-4 ]
[ 100-52-7 ]
(S)-((S)-2-Oxo-5-phenyl-morpholin-4-yl)-phenyl-acetonitrile [ No CAS ]
(R)-((S)-2-Oxo-5-phenyl-morpholin-4-yl)-phenyl-acetonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 64% 2: 5%	With hydrogenchloride; sodium sulfate In tetrahydrofuran; 1,4-dioxane Heating;

Reference： [1]Harwood; Drew; Hughes; Vickers [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 14, p. 1581 - 1583]

34
[ 544-92-3 ]
[ 144896-92-4 ]
[ 75-07-0 ]
(R)-2-((S)-2-Oxo-5-phenyl-morpholin-4-yl)-propionitrile [ No CAS ]
(S)-2-((S)-2-Oxo-5-phenyl-morpholin-4-yl)-propionitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 42% 2: 19%	With hydrogenchloride; sodium sulfate In tetrahydrofuran; 1,4-dioxane at 20℃;

Reference： [1]Harwood; Drew; Hughes; Vickers [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 14, p. 1581 - 1583]

35
[ 544-92-3 ]
[ 144896-92-4 ]
[ 78-84-2 ]
(S)-3-Methyl-2-((S)-2-oxo-5-phenyl-morpholin-4-yl)-butyronitrile [ No CAS ]
[ 367944-77-2 ]

Yield	Reaction Conditions	Operation in experiment
1: 79% 2: 6%	With hydrogenchloride; sodium sulfate In tetrahydrofuran; 1,4-dioxane for 2h; Heating;

Reference： [1]Harwood; Drew; Hughes; Vickers [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 14, p. 1581 - 1583]

36
[ 544-92-3 ]
[ 144896-92-4 ]
[ 590-86-3 ]
(S)-4-Methyl-2-((S)-2-oxo-5-phenyl-morpholin-4-yl)-pentanenitrile [ No CAS ]
(R)-4-Methyl-2-((S)-2-oxo-5-phenyl-morpholin-4-yl)-pentanenitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 76% 2: 6%	With hydrogenchloride; sodium sulfate In tetrahydrofuran; 1,4-dioxane Heating;

Reference： [1]Harwood; Drew; Hughes; Vickers [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 14, p. 1581 - 1583]

37
[ 544-92-3 ]
[ 144896-92-4 ]
[ 1489-69-6 ]
(S)-Cyclopropyl-((S)-2-oxo-5-phenyl-morpholin-4-yl)-acetonitrile [ No CAS ]
(R)-Cyclopropyl-((S)-2-oxo-5-phenyl-morpholin-4-yl)-acetonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 38% 2: 17%	With hydrogenchloride; sodium sulfate In tetrahydrofuran; 1,4-dioxane at 20℃;

Reference： [1]Harwood; Drew; Hughes; Vickers [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 14, p. 1581 - 1583]

38
[ 95-14-7 ]
[ 50-00-0 ]
[ 144896-92-4 ]
[ 412907-19-8 ]

Yield	Reaction Conditions	Operation in experiment
78%	In ethanol at 20℃; for 24h;

Reference： [1]Aldous; Hamelin; Harwood; Thurairatnam [Synlett, 2001, # 12, p. 1841 - 1842]

39
[ 941-69-5 ]
[ 144896-92-4 ]
[ 77-76-9 ]
N-phenyl-(2S,6S,7R,8S)-9,9-dimethyl-2-phenyl-1-aza-4-oxa[4.3.0^1,6]bicyclononan-5-one-7,8-dicarboximide [ No CAS ]
N-phenyl-(2S,6S,7S,8R)-9,9-dimethyl-2-phenyl-1-aza-4-oxa[4.3.0^1,6]bicyclononan-5-one-7,8-dicarboximide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 43% 2: 30%	With magnesium bromide In tetrahydrofuran for 2.5h; Heating;

Reference： [1]Aldous; Drew; Hamelin; Harwood; Jahans; Thurairatnam [Synlett, 2001, # 12, p. 1836 - 1840]

40
[ 144896-92-4 ]
[ 182316-18-3 ]

Yield	Reaction Conditions	Operation in experiment
80%	With urea hydrogen peroxide adduct
80%	With urea hydrogen peroxide adduct; methyltrioxorhenium(VII) In methanol at 24 - 32℃; Inert atmosphere;

Reference： [1]Long, Alan; Baldwin, Steven W. [Tetrahedron Letters, 2001, vol. 42, # 32, p. 5343 - 5345]
[2]Goti, Andrea; Cardona, Francesca; Soldaini, Gianluca; Jiang, Xiaowu; Miller, Marvin J. [Organic Syntheses, 2005, vol. 81, p. 204 - 212]

41
[ 144896-92-4 ]
[ 107-13-1 ]
[ 77-76-9 ]
(4S,7S,8aS)-6,6-Dimethyl-1-oxo-4-phenyl-hexahydro-pyrrolo[2,1-c][1,4]oxazine-7-carbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	With magnesium bromide In tetrahydrofuran for 2.5h; Heating;

Reference： [1]Aldous; Drew; Hamelin; Harwood; Jahans; Thurairatnam [Synlett, 2001, # 12, p. 1836 - 1840]

42
[ 144896-92-4 ]
[ 77-76-9 ]
[ 920-37-6 ]
(4S,8aS)-7-Chloro-6,6-dimethyl-1-oxo-4-phenyl-hexahydro-pyrrolo[2,1-c][1,4]oxazine-7-carbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
39%	With magnesium bromide In tetrahydrofuran for 2.5h; Heating;

Reference： [1]Aldous; Drew; Hamelin; Harwood; Jahans; Thurairatnam [Synlett, 2001, # 12, p. 1836 - 1840]

43
[ 144896-92-4 ]
[ 77-76-9 ]
[ 624-49-7 ]
(4S,7R,8R,8aS)-6,6-Dimethyl-1-oxo-4-phenyl-hexahydro-pyrrolo[2,1-c][1,4]oxazine-7,8-dicarboxylic acid dimethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With magnesium bromide In tetrahydrofuran for 2.5h; Heating;

Reference： [1]Aldous; Drew; Hamelin; Harwood; Jahans; Thurairatnam [Synlett, 2001, # 12, p. 1836 - 1840]

44
[ 930-88-1 ]
[ 144896-92-4 ]
[ 77-76-9 ]
[ 404891-54-9 ]

Yield	Reaction Conditions	Operation in experiment
78%	With magnesium bromide In tetrahydrofuran for 6h;

Reference： [1]Draffin, William N.; Harwood, Laurence M. [Synlett, 2006, # 6, p. 857 - 860]

45
[ 941-69-5 ]
[ 144896-92-4 ]
[ 77-76-9 ]
N-phenyl-(2S,6S,7S,8R)-9,9-dimethyl-2-phenyl-1-aza-4-oxa[4.3.0^1,6]bicyclononan-5-one-7,8-dicarboximide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With magnesium bromide In tetrahydrofuran for 6h;

Reference： [1]Draffin, William N.; Harwood, Laurence M. [Synlett, 2006, # 6, p. 857 - 860]

46
[ 4316-35-2 ]
[ 555-16-8 ]
[ 144896-92-4 ]
(2S,6S,7R,9R)-9-methyl-2,9-diphenyl-7-(4-nitrophenyl)-1-aza-4,8-dioxa[4.3.0^1,6]bicyclononan-5-one [ No CAS ]
(2S,6S,7R,9S)-9-methyl-2,9-diphenyl-7-(4-nitrophenyl)-1-aza-4,8-dioxa[4.3.0^1,6]bicyclononan-5-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 42% 2: 18%	Stage #1: acetophenone dimethyl acetal; (5S)-5-phenylmorpholin-2-one With magnesium bromide In 1,4-dioxane for 4h; Heating; Stage #2: 4-nitrobenzaldehdye In 1,4-dioxane for 2h; Heating;

Reference： [1]Aldous, David J.; Drew, Michael G. B.; Draffin, William N.; Hamelin, Estelle M.-N.; Harwood, Laurence M.; Thurairatnam, Sukanthini [Synthesis, 2005, # 19, p. 3271 - 3278]

47
hept-6-en-2-one dimethyl ketal [ No CAS ]
[ 144896-92-4 ]
(2R,6R,8S,12S)-2-methyl-12-phenyl-1-aza-10-oxa[6.4.0^1,8.0^2,6]tricyclododecan-9-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
20%	Stage #1: (5S)-5-phenylmorpholin-2-one With magnesium bromide In tetrahydrofuran for 1h; Heating; Stage #2: hept-6-en-2-one dimethyl ketal In tetrahydrofuran for 2h; Heating;

Reference： [1]Aldous, David J.; Drew, Michael G. B.; Draffin, William N.; Hamelin, Estelle M.-N.; Harwood, Laurence M.; Thurairatnam, Sukanthini [Synthesis, 2005, # 19, p. 3271 - 3278]

48
[ 144896-92-4 ]
[ 624-48-6 ]
[ 77-76-9 ]
[ 404891-55-0 ]

Yield	Reaction Conditions	Operation in experiment
41%	With magnesium bromide In tetrahydrofuran for 6h;

Reference： [1]Draffin, William N.; Harwood, Laurence M. [Synlett, 2006, # 6, p. 857 - 860]

49
[ 4316-35-2 ]
[ 144896-92-4 ]
[ 292638-85-8 ]
methyl (2S,6S,8S,9S)-9-methyl-2,9-diphenyl-1-aza-4-oxa[4.3.0^1,6]bicyclononan-5-one-8-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
38%	With magnesium bromide In tetrahydrofuran Heating;

Reference： [1]Aldous, David J.; Drew, Michael G. B.; Draffin, William N.; Hamelin, Estelle M.-N.; Harwood, Laurence M.; Thurairatnam, Sukanthini [Synthesis, 2005, # 19, p. 3271 - 3278]

50
[ 144896-92-4 ]
[ 77-76-9 ]
[ 624-49-7 ]
dimethyl (2S,6S,7S,8S)-9,9-dimethyl-2-phenyl-1-aza-4-oxa[4.3.0^1,6]bicyclononan-5-one-7,8-dicarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	With magnesium bromide In tetrahydrofuran for 6h;

Reference： [1]Draffin, William N.; Harwood, Laurence M. [Synlett, 2006, # 6, p. 857 - 860]

51
[ 4316-35-2 ]
[ 144896-92-4 ]
[ 624-49-7 ]
dimethyl (2S,6S,7S,8S,9S)-9-methyl-2,9-diphenyl-1-aza-4-oxa[4.3.0^1,6]bicyclononan-5-one-7,8-dicarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
43%	With magnesium bromide In tetrahydrofuran Heating;

Reference： [1]Aldous, David J.; Drew, Michael G. B.; Draffin, William N.; Hamelin, Estelle M.-N.; Harwood, Laurence M.; Thurairatnam, Sukanthini [Synthesis, 2005, # 19, p. 3271 - 3278]

52
[ 144896-92-4 ]
[ 197167-90-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 78 percent / aq. ethanol / 24 h / 20 °C 2: 35 percent / p-TsOH / tetrahydrofuran / 24 h / Heating
	Multi-step reaction with 2 steps 1: 31 percent / 3A molecular sieves / tetrahydrofuran / 16 h / Heating 2: 19 percent / trifluoroacetic acid / tetrahydrofuran / 20 °C
	Multi-step reaction with 2 steps 1: 304 mg / pyridinium p-toluenesulfonate / tetrahydrofuran / 16 h / 20 °C 2: 19 percent / trifluoroacetic acid / tetrahydrofuran / 20 °C

Reference： [1]Aldous; Hamelin; Harwood; Thurairatnam [Synlett, 2001, # 12, p. 1841 - 1842]
[2]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]
[3]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]

53
[ 144896-92-4 ]
[ 197167-85-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 78 percent / aq. ethanol / 24 h / 20 °C 2: 33 percent / p-TsOH / tetrahydrofuran / 24 h / Heating
	Multi-step reaction with 2 steps 1: 31 percent / 3A molecular sieves / tetrahydrofuran / 16 h / Heating 2: 23 percent / trifluoroacetic acid / tetrahydrofuran / 20 °C
	Multi-step reaction with 2 steps 1: 304 mg / pyridinium p-toluenesulfonate / tetrahydrofuran / 16 h / 20 °C 2: 23 percent / trifluoroacetic acid / tetrahydrofuran / 20 °C

Reference： [1]Aldous; Hamelin; Harwood; Thurairatnam [Synlett, 2001, # 12, p. 1841 - 1842]
[2]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]
[3]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]

54
[ 144896-92-4 ]
[ 197167-87-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 78 percent / aq. ethanol / 24 h / 20 °C 2: 50 percent / p-TsOH / tetrahydrofuran / 24 h / Heating
	Multi-step reaction with 2 steps 1: 31 percent / 3A molecular sieves / tetrahydrofuran / 16 h / Heating 2: 30 percent / trifluoroacetic acid / tetrahydrofuran / 20 °C
	Multi-step reaction with 2 steps 1: 304 mg / pyridinium p-toluenesulfonate / tetrahydrofuran / 16 h / 20 °C 2: 30 percent / trifluoroacetic acid / tetrahydrofuran / 20 °C

Reference： [1]Aldous; Hamelin; Harwood; Thurairatnam [Synlett, 2001, # 12, p. 1841 - 1842]
[2]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]
[3]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]

55
[ 144896-92-4 ]
[ 197167-55-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 78 percent / aq. ethanol / 24 h / 20 °C 2: 26 percent / p-TsOH / tetrahydrofuran / 24 h / Heating
	Multi-step reaction with 2 steps 1: 49 percent / 3A molecular sieves / tetrahydrofuran / 1.5 h / Heating 2: 15 percent / MgBr₂*Et₂O / tetrahydrofuran / Heating
	Multi-step reaction with 2 steps 1: 31 percent / 3A molecular sieves / tetrahydrofuran / 16 h / Heating 2: 24 percent / trifluoroacetic acid / tetrahydrofuran / 20 °C

Multi-step reaction with 2 steps 1: 304 mg / pyridinium p-toluenesulfonate / tetrahydrofuran / 16 h / 20 °C 2: 24 percent / trifluoroacetic acid / tetrahydrofuran / 20 °C

Reference： [1]Aldous; Hamelin; Harwood; Thurairatnam [Synlett, 2001, # 12, p. 1841 - 1842]
[2]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]
[3]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]
[4]Alker, David; Harwood, Laurence M.; Williams, C. Eleri [Tetrahedron, 1997, vol. 53, # 37, p. 12671 - 12678]

56
[ 144896-92-4 ]
[ 958826-76-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 80 percent / H₂NCONH₂*H₂O₂ / MeReO₃ 2: CHCl₃ / 3 h / Heating