N-Hydroxyphthalimide → HCID 178454092, compound

HRID 439887Notes

Reaction equation

HRID 439887 reaction equation
[C:1]([NH:8][C@H:9]1[CH2:12][C@H:11]([CH2:13][OH:14])[CH2:10]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].O[N:16]1[C:20](=[O:21])[C:19]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]2[C:17]1=[O:26].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>>[C:1]([NH:8][C@H:9]1[CH2:12][C@H:11]([CH2:13][O:14][N:16]2[C:20](=[O:21])[C:19]3[C:18](=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:17]2=[O:26])[CH2:10]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

5

Reactant 4

HCID 10665N-HydroxyphthalimideHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 178454090HCID 178454090, compound

Product 1

HCID 178454092HCID 178454092, compound

Procedure

Analogously to Example 6a, starting from 5.6 g (0.02782 mol) of trans-3-(N-BOC-amino)-cyclobutanemethanol, 4.54 g (0.02783 mol) of N-hydroxyphthalimide, 7.3 g (0.02783 mol) of triphenylphosphine and 5.12 ml (0.0306 mol) of diethyl azodicarboxylate (93%), the title compound is obtained, m.p. 120°-122° C.

Sources & evidence

ORD record
ord-0691530c4ab9456ca847b6a0954b0e10
Source dataset
uspto-grants-1996_05
Patent number
US05516806

Reaction notes

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