Di(succinimido) carbonate → Carbonic acid, 2,5-dioxo-1-pyrrolidinyl [(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl] ester

HRID 501989Notes

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

Reactant 2

HCID 676246Di(succinimido) carbonate

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

Product 1

HCID 11184820Carbonic acid, 2,5-dioxo-1-pyrrolidinyl [(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl] ester

Procedure

In particular, when the (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol is processed 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 derivate.

Sources & evidence

ORD record: ord-5b02f1e8ad644c3da9fc29a5affdc6c6
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07772411B2

Reaction notes

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