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Boron trifluoride etherate → 9-(2,5-di-O-acetyl-3-bromo-3-deoxy-beta-D-xylofuranosyl)adenine

HRID 1459030
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인쇄 미리보기

반응식

HRID 1459030 반응식
C(O[C@@H:5]1[C@@H:9]([CH2:10][O:11][C:12](=[O:14])[CH3:13])[O:8][C@@H:7]([N:15]2[C:24]3[N:23]=[CH:22][N:21]=[C:19]([NH2:20])[C:18]=3[N:17]=[CH:16]2)[C@@H:6]1[OH:25])(=O)C.B(F)(F)F.[CH3:30][CH2:31][O:32]CC.P(Br)(Br)[Br:36]>>[C:31]([O:25][C@@H:6]1[C@@H:5]([Br:36])[C@@H:9]([CH2:10][O:11][C:12](=[O:14])[CH3:13])[O:8][C@H:7]1[N:15]1[CH:16]=[N:17][C:18]2[C:24]1=[N:23][CH:22]=[N:21][C:19]=2[NH2:20])(=[O:32])[CH3:30]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 8000Boron trifluoride etherateHCID 24614Phosphorus tribromideHCID 186519173',5'-Di-o-acetyladenosine

생성물 1

HCID 109825609-(2,5-di-O-acetyl-3-bromo-3-deoxy-beta-D-xylofuranosyl)adenine

실험 절차

This compound is prepared by a in situ acyloxonium ion generated by treating 3',5'-di-O-acetyladenosine with boron trifluoride etherate followed by phosphorus tribromide according to the procedure of Kondo, K., Adachi, T., and Inoue, I. (1977), J. Org. Chem., 42:3967. The title compound can also be formed by treating adenosine with tetraacetoxysilane and phosphorus tribromide in the presence of boron trifluoride etherate.

출처 및 근거

ORD 기록
ord-fb4ff7c7b2464d36bd544e093dbb8e5c
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05852188

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