Di(succinimido) carbonate → 2,5-Dioxopyrrolidin-1-yl ((3R,3aS,6aR)-hexahydrofuro(2,3-b)furan-3-yl) carbonate

HRID 1692152Notes

Reaction equation

HRID 1692152 reaction equation
[O:1]1[C@H:5]2[O:6][CH2:7][CH2:8][C@H:4]2[C@@H:3]([OH:9])[CH2:2]1.[C:10](=O)([O:19]N1C(=O)CCC1=O)[O:11][N:12]1[C:16](=[O:17])[CH2:15][CH2:14][C:13]1=[O:18]>>[O:1]1[C@H:5]2[O:6][CH2:7][CH2:8][C@H:4]2[C@@H:3]([O:9][C:10]([O:11][N:12]2[C:16](=[O:17])[CH2:15][CH2:14][C:13]2=[O:18])=[O:19])[CH2:2]1

Participants

3

Reactant 2

HCID 676246Di(succinimido) carbonateHCID 9942150(3R,3aS,6aR)-hexahydrofuro(2,3-b)furan-3-ol

Product 1

HCID 111848202,5-Dioxopyrrolidin-1-yl ((3R,3aS,6aR)-hexahydrofuro(2,3-b)furan-3-yl) carbonate

Procedure

In particular, when the (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol is reacted with disuccinimidyl carbonate, 1-([[(3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yloxy]-carbonyl]oxy)-2,5-pyrrolidinedione is obtained. Said compound is a preferred (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl derivative.

Sources & evidence

ORD record
ord-50b8042b31a14c0a999c81a5629119e3
Source dataset
uspto-grants-2012_04
Patent number
US08153829B2

Reaction notes

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