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Phosphorus sulfide (P2S5) → HCID 86749325, 화합물

HRID 1440007
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HRID 1440007 반응식
[C:1]([O:4][CH2:5][C@H:6]1[O:10][C@@H:9]([N:11]2[CH:19]=[C:17]([CH3:18])[C:15](=O)[NH:14][C:12]2=[O:13])[CH:8]=[CH:7]1)(=[O:3])[CH3:2].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:21]>N1C=CC=CC=1>[C:1]([O:4][CH2:5][C@H:6]1[O:10][C@@H:9]([N:11]2[CH:19]=[C:17]([CH3:18])[C:15](=[S:21])[NH:14][C:12]2=[O:13])[CH:8]=[CH:7]1)(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14817Phosphorus sulfide (P2S5)HCID 451499Thymidine, 2',3'-didehydro-3'-deoxy-, 5'-acetate

생성물 1

HCID 86749325HCID 86749325, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

MS: m/z 266 (C12H14N2O6, M+), 141 (C7H9O3, sugar group), 126 (C5H6N2O2, base+H). The 1-(5-O-acetyl-2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)-thymine is dissolved in 25 mL of absolute pyridine and refluxed for 48 hours with 2 g of phosphorus pentasulfide. After cooling, the solution is decanted from the insolubles and evaporated to dryness under vacuum. The resulting residue is fractionated by column chromatography on Kieselgel 40 with chloroform as eluent. From the fractions containing the product, 265 mg of 1-(5-O-acetyl-2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)-4-thiothymine is obtained after recrystallization from methanol.

후처리

  1. temperatureAfter cooling
  2. customthe solution is decanted from the insolubles
  3. customevaporated to dryness under vacuum
  4. additionFrom the fractions containing the product

출처 및 근거

ORD 기록
ord-58619e67d1de437d98bac559bcc656cc
출처 데이터셋
uspto-grants-1996_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05496935

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