Purine → Nebularine

HRID 329318

반응식

HRID 329318 반응식
[N:1]1[CH:9]=[C:8]2[C:4]([N:5]=[CH:6][NH:7]2)=[N:3][CH:2]=1.Cl[C@:11]1(CO)[O:16][C:14]([C:17](=[O:19])C)(O)[C@:13](C(=O)C)([OH:20])[C@:12]1(C(=O)C)[OH:24].CO.N>C(Cl)(Cl)Cl>[CH:9]1[C:8]2[N:7]=[CH:6][N:5]([C@@H:11]3[O:16][C@H:14]([CH2:17][OH:19])[C@@H:13]([OH:20])[C@H:12]3[OH:24])[C:4]=2[N:3]=[CH:2][N:1]=1

참가 물질

5

반응물 3

HCID 1044Purine2회HCID 21705897Ammonia methanolHCID 131710119Chlorotriacetylribofuranose

생성물 1

HCID 68368Nebularine

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

Nebularine was prepared by the use of the thallous salt of purine in the procedure of Brown et al., J. Biol. Chem. 204, 1019 (1953), in place of the chloromercuri salt used therein. The thallous salt of purine is condensed with chlorotriacetylribofuranose and the resulting acetyl derivative hydrolyzed to the product with methanol-ammonia. Other experimental conditions were identical. Crystalline nebularine was obtained after chromatography of the crude product on silica-gel with chloroform.

출처 및 근거

ORD 기록
ord-1fe3ca56a5e1488592dd7b3e5533efb5
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04020073

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