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Hexamethyldisilazane → 2-Sulfanylidene-1-(2,3,5-tri-O-benzoyl-beta-D-ribofuranosyl)-2,3-dihydropyrimidin-4(1H)-one

HRID 1707162
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HRID 1707162 반응식
[NH:1]1[CH:8]=[CH:7][C:5](=[O:6])[NH:4][C:2]1=[S:3].C(O[C@@H:13]1[O:35][C@H:34]([CH2:36][O:37][C:38](=[O:45])[C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C@@H:24]([O:25][C:26](=[O:33])[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C@H:14]1[O:15][C:16](=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)(=O)C.C[Si](N[Si](C)(C)C)(C)C.Cl[Sn](Cl)(Cl)Cl>C(#N)C>[C:16]([O:15][C@@H:14]1[C@H:24]([O:25][C:26](=[O:33])[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C@@H:34]([CH2:36][O:37][C:38](=[O:45])[C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=2)[O:35][C@H:13]1[N:1]1[CH:8]=[CH:7][C:5](=[O:6])[NH:4][C:2]1=[S:3])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 13838HexamethyldisilazaneHCID 24287Tin tetrachlorideHCID 81455beta-D-Ribofuranose, 1-acetate 2,3,5-tribenzoateHCID 1269845Thiouracil

생성물 1

HCID 138300342-Sulfanylidene-1-(2,3,5-tri-O-benzoyl-beta-D-ribofuranosyl)-2,3-dihydropyrimidin-4(1H)-one수율 64%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

0.64 g. (5 mmol) of 2-thiouracil, 2.52 g. (5 mmol) of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose were combined in 75 ml. of absolute acetonitrile with 0.65 g. (4 mmol) of HMDS, 0,43 g. (4 mmol) of TCS, and 1.56 g. (6 mmol) of SnCl4 and after 7 hours at 24° C. the mixture was worked up as set forth in Example 1, thus obtaining 64% of crystalline 2-thiouridine tribenzoate.

출처 및 근거

ORD 기록
ord-e08fad2322454e2985278c4eabc585a2
출처 데이터셋
uspto-grants-1980_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04209613

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