N-Hydroxyphthalimide → 167081-33-6

HRID 439890Notes

Reaction equation

HRID 439890 reaction equation
[C:1]([NH:8][CH:9]1[CH2:12][CH: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][CH:9]1[CH2:12][CH: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 224086831,1-Dimethylethyl N-[3-(hydroxymethyl)cyclobutyl]carbamate

Product 1

HCID 22408678167081-33-6

Procedure

Analogously to Example 6a, starting from 1.59 g (0.0079 mol) of 3-(N-BOC-amino)-cyclobutanemethanol (EP 0 366 059 A2), 1.29 g (0.0079 mol) of N-hydroxyphthalimide, 2.07 g (0.0079 mol) of triphenylphosphine and 1.39 ml (0.0083 mol) of diethyl azodicarboxylate (93%), the title compound is obtained, m.p. 108°-109° C.

Sources & evidence

ORD record
ord-3b74991f3714412da14ef4283832a981
Source dataset
uspto-grants-1996_05
Patent number
US05516806

Reaction notes

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