N-Hydroxyphthalimide → HCID 54484593, compound

HRID 1736628Notes

Reaction equation

[CH:1]([C@@:9]1([OH:25])[C@@H:13]([CH2:14][OH:15])[O:12][C@@H:11]([N:16]2[CH:24]=[C:22]([CH3:23])[C:20](=[O:21])[NH:19][C:17]2=[O:18])[CH2:10]1)=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.O[N:27]1[C:31](=[O:32])[C:30]2=[CH:33][CH:34]=[CH:35][CH:36]=[C:29]2[C:28]1=[O:37]>>[C:31]1(=[O:32])[N:27]([CH:14]([OH:15])[C@H:13]2[O:12][C@@H:11]([N:16]3[CH:24]=[C:22]([CH3:23])[C:20](=[O:21])[NH:19][C:17]3=[O:18])[CH2:10][C@:9]2([CH:1]=[CH:2][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[OH:25])[C:28](=[O:37])[C:29]2=[CH:36][CH:35]=[CH:34][CH:33]=[C:30]12

Participants

Reactant 2

HCID 10665N-Hydroxyphthalimide

HCID 54439622HCID 54439622, compound

Product 1

HCID 54484593HCID 54484593, compoundYield 97%

Procedure

Mitsunobu reaction of 3'-C-styrylthymidine with N-hydroxyphthalimide gave 97% yield of 5'-C-phtalimido-3'-C-styrylthymidine as a white solid. Anal.: C26H23N3O6Calcd.: C% 65.95; H% 4.89; N% 8.87; Found: C% 65.69; H% 5.11; N% 8.59.

Sources & evidence

ORD record: ord-c8d0eb4a5add4d4580fa3fe51823b1c2
Source dataset: uspto-grants-1996_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05541307

Reaction notes

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