Sodium Hydroxide → HCID 178510733, compound

HRID 1005344Notes

Reaction equation

[N:1]([C:4]([C@H:24]1[CH2:27][C@@H:26]([C:28]([O:30]C)=[O:29])[CH2:25]1)([CH2:9][C:10]1[C:11]2[C:16]([CH:17]=[C:18]3[C:23]=1[CH:22]=[CH:21][CH:20]=[CH:19]3)=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:5]([O:7]C)=[O:6])=C=O.[OH-].[Na+]>>[NH2:1][C:4]([C@H:24]1[CH2:27][C@@H:26]([C:28]([OH:30])=[O:29])[CH2:25]1)([CH2:9][C:10]1[C:11]2[C:16]([CH:17]=[C:18]3[C:23]=1[CH:22]=[CH:21][CH:20]=[CH:19]3)=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:5]([OH:7])=[O:6]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 178499656HCID 178499656, compound

Product 1

HCID 178510733HCID 178510733, compound

Procedure

Methyl cis-2-isocyanato-2-(3-methoxycarbonyl cyclobutyl)-3-(9-anthracenyl)propanoate (65 mg, 0.16 mmol) was treated with aqueous sodium hydroxide and the reaction worked up following the procedure described in Example 16 (vi) to give the title compound as a pale yellow solid (m.p. 213-216° C.), 1H NMR (D2 0/NaOD) δ 8.42(s), 8.35(d), 8.06(s), 8.02(d),7.50-7.58 (m), 3.87 (dd), 2.70-2.92 (m), 1.88-2.06(m)

Sources & evidence

ORD record: ord-5b048a696ca5458f914667b25d51a01d
Source dataset: uspto-grants-2000_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06054448

Reaction notes

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