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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List (3S,5R,7AR)-5-(BENZOTRIAZOL-1-YL)-3-PHENYL[2,1-B]OXAZOLOPYRROLIDINE
205442-89-3

(3S,5R,7AR)-5-(BENZOTRIAZOL-1-YL)-3-PHENYL[2,1-B]OXAZOLOPYRROLIDINE synthesis

4synthesis methods
696-59-3 Synthesis
2,5-Dimethoxytetrahydrofuran

696-59-3
408 suppliers
$7.00/25g

95-14-7 Synthesis
1H-Benzotriazole

95-14-7
919 suppliers
$6.00/100g

(S)-(+)-2-Phenylglycinol

20989-17-7
484 suppliers
$5.00/1g

(3S,5R,7AR)-5-(BENZOTRIAZOL-1-YL)-3-PHENYL[2,1-B]OXAZOLOPYRROLIDINE

205442-89-3
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inquiry

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Yield:-

Reaction Conditions:

Stage #1: cis,trans-2,5-dimethoxytetrahydrofuranwith hydrogenchloride in water; for 1 h;Heating / reflux;
Stage #2: 1,2,3-Benzotriazole;(2S)-2-phenylglycinol in dichloromethane;water at 20;

Steps:

4.A

A mixture of 2,5-dimethoxytetrahydrofuran (2.94 mL, 22.7 mmol) and 0.1 N HCl (90 mL) was refluxed for 1 h and then cooled to RT. A solution of benzotriazole (2.70 g, 22.7 mmol) and (￡)-(+)-2-amino-2-phenyl-ethanol 1 g, 22.7 mmol) in DCM (220 mL) was added to the cooled mixture, which was then sti?ed overnight. The reaction mixture was washed with 2 N NaOH (3 x 70 mL) and water (2 x 70 mL). The organic layer was dried over Na2SO4 and filtered. After removal of the solvent, the residue was recrystallized from EA to give the title compound. 1H NMR δ 2.20-2.26 (m, IH), 2.55-2.57 (m, 3H), 3.61-3.68 (m, IH), 4.44-4.45 (m, 2H), 5.16-5.17 (m, IH), 5.90-5.94 (m, IH), 7.03-7.08 (m, 5H), 7.21-7.26 (m, 2H), 7.44-7.46 (d, J= 7Hz, IH), 7.90-7.93 (d, J= 7Hz, IH)

References:

WO2009/36996,2009,A2 Location in patent:Page/Page column 80-81

696-59-3 Synthesis
2,5-Dimethoxytetrahydrofuran

696-59-3
408 suppliers
$7.00/25g

(S)-(+)-2-Phenylglycinol

20989-17-7
484 suppliers
$5.00/1g

2592-95-2 Synthesis
1-Hydroxybenzotriazole

2592-95-2
677 suppliers
$14.14/1gm:

(3S,5R,7AR)-5-(BENZOTRIAZOL-1-YL)-3-PHENYL[2,1-B]OXAZOLOPYRROLIDINE

205442-89-3
10 suppliers
inquiry

References
2935-35-5 Synthesis
L-Phenylglycine

2935-35-5
404 suppliers
$5.00/10g

(3S,5R,7AR)-5-(BENZOTRIAZOL-1-YL)-3-PHENYL[2,1-B]OXAZOLOPYRROLIDINE

205442-89-3
10 suppliers
inquiry

References
95-14-7 Synthesis
1H-Benzotriazole

95-14-7
919 suppliers
$6.00/100g

Succinaldehyde

638-37-9
116 suppliers
inquiry

(S)-(+)-2-Phenylglycinol

20989-17-7
484 suppliers
$5.00/1g

(3S,5R,7AR)-5-(BENZOTRIAZOL-1-YL)-3-PHENYL[2,1-B]OXAZOLOPYRROLIDINE

205442-89-3
10 suppliers
inquiry

References

(3S,5R,7AR)-5-(BENZOTRIAZOL-1-YL)-3-PHENYL[2,1-B]OXAZOLOPYRROLIDINE Related Search:

1-n-Butylbenzotriazole