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Помогите пожалуйста с поиском методик синтеза следующего соединения:
NC1=NC=NC2=C1N=CN2[C@@]3([H])C([H])[C@]([H])(OC(C)=O)[C@](COΣ(C)(C)C(C)(C)C)([H])O3
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Поиск по Реаксис
Re: Поиск по Реаксис
из укс анг + 5'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine
With pyridine; dmap at 0 - 20℃; for 5h; Product distribution / selectivity;
Experimental Procedure
90%
Current Patent Assignee: TAKEDA PHARMACEUTICAL - WO2006/84281, 2006, A1
Location in patent: Page/Page column 95
Full Text
Details
Abstract
40.b; 96.b
Step b: (2R,35,5R)-5-(6-Amino-9H-purin-9-yl)-2-({ [fer^butyKdimethyl)silyl]oxy jmethyl)- tetrahydrofuran-3-yl acetate; [0305] A solution of (2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-({[terf--butyl(dimethyl)silyl]oxy}methyl)tetrahydrofuran-3-ol (4.138 g, 11.32 mmol) and catalytic amount of DMAP in pyridine was cooled with an ice bath. Acetic anhydride (1.124 mL, 11.89 mmol) was added slowly and the reaction mixture was stirred while warming to room temperature for approximately 5 hours. The reaction was quenched with IN HCl solution and extracted three times with EtOAc. The combined organic phases were washed with aqueous CuSO4 solution and dried over Na2SO4. A white solid was isolated upon removing the solvent (4.143 g, 90 %) and the crude material was used without further purification.[0306] LCMS: R.t. 1.61 min, ES+ 409 (formic acid).; To a solution of (2R/3S,5R)-5-(6-amino-9H-purin-9-yl)-2-({ [tert- butyl(dimethyl)silyl]oxy}methyl)tetrahydrofuran-3-ol (4.14 g, 11.3 mmol) and catalytic amount of DMAP in pyridine (11.3 mL) at 0 0C was added slowly acetic anhydride (1.12 mL, 11.89 mmol). The solution was stirred while warming to r.t. for 5 hours. The reaction was quenched with 1 N HCl solution (70 mL) and extracted with EtOAc (3 x 100 mL). The combined organics were washed with saturated aq CuSO4 solution (50 mL) and dried (Na2SO4). A white solid was isolated upon removing the solvent (4.143 g, 90 %) and the crude material was used without further purification.[0712] LCMS: Rt. 1.61 min ES+ 409 (formic acid)
With pyridine; dmap at 0 - 20℃; for 5h; Product distribution / selectivity;
Experimental Procedure
90%
Current Patent Assignee: TAKEDA PHARMACEUTICAL - WO2006/84281, 2006, A1
Location in patent: Page/Page column 95
Full Text
Details
Abstract
40.b; 96.b
Step b: (2R,35,5R)-5-(6-Amino-9H-purin-9-yl)-2-({ [fer^butyKdimethyl)silyl]oxy jmethyl)- tetrahydrofuran-3-yl acetate; [0305] A solution of (2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-({[terf--butyl(dimethyl)silyl]oxy}methyl)tetrahydrofuran-3-ol (4.138 g, 11.32 mmol) and catalytic amount of DMAP in pyridine was cooled with an ice bath. Acetic anhydride (1.124 mL, 11.89 mmol) was added slowly and the reaction mixture was stirred while warming to room temperature for approximately 5 hours. The reaction was quenched with IN HCl solution and extracted three times with EtOAc. The combined organic phases were washed with aqueous CuSO4 solution and dried over Na2SO4. A white solid was isolated upon removing the solvent (4.143 g, 90 %) and the crude material was used without further purification.[0306] LCMS: R.t. 1.61 min, ES+ 409 (formic acid).; To a solution of (2R/3S,5R)-5-(6-amino-9H-purin-9-yl)-2-({ [tert- butyl(dimethyl)silyl]oxy}methyl)tetrahydrofuran-3-ol (4.14 g, 11.3 mmol) and catalytic amount of DMAP in pyridine (11.3 mL) at 0 0C was added slowly acetic anhydride (1.12 mL, 11.89 mmol). The solution was stirred while warming to r.t. for 5 hours. The reaction was quenched with 1 N HCl solution (70 mL) and extracted with EtOAc (3 x 100 mL). The combined organics were washed with saturated aq CuSO4 solution (50 mL) and dried (Na2SO4). A white solid was isolated upon removing the solvent (4.143 g, 90 %) and the crude material was used without further purification.[0712] LCMS: Rt. 1.61 min ES+ 409 (formic acid)
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