(4S)-6-Azaspiro[2.5]octan-4-ol → Hydrochloric Acid

HRID 1096201Notes

Reaction equation

HRID 1096201 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C@@H:4]([N:8]1[C:14](=[O:15])[CH2:13][CH2:12][N:11]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=2)[CH2:10][CH2:9]1)[CH2:5][CH:6]=O.[CH2:25]1[C:27]2([CH2:32][CH2:31][NH:30][CH2:29][C@H:28]2[OH:33])[CH2:26]1>>[ClH:22].[CH3:1][O:2][C:3](=[O:24])[C@@H:4]([N:8]1[C:14](=[O:15])[CH2:13][CH2:12][N:11]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=2)[CH2:10][CH2:9]1)[CH2:5][CH2:6][N:30]1[CH2:31][CH2:32][C:27]2([CH2:25][CH2:26]2)[C@H:28]([OH:33])[CH2:29]1

Participants

4

Reactant 2

HCID 44541813(4S)-6-Azaspiro[2.5]octan-4-olHCID 86638379(S)-2-[4-(3,4-dichloro-phenyl)-7-oxo-[1,4]diazepan-1-yl]-4-oxo-butyric acid methyl ester

Product 2

HCID 313Hydrochloric AcidHCID 59159299(S)-2-[4-(3,4-Dichloro-phenyl)-7-oxo-[1,4]diazepan-1-yl]-4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-butyric Acid methyl ester

Procedure

In analogy to the procedure described for example 1E, (S)-2-[4-(3,4-dichloro-phenyl)-7-oxo-[1,4]diazepan-1-yl]-4-oxo-butyric acid methyl ester and (S)-6-aza-spiro[2.5]octan-4-ol; hydrochloride (intermediate 2) gave the title compound in 60% yield as light yellow foam. MS: 484.3 (MH+, 2Cl).

Sources & evidence

ORD record
ord-5459698adcba4c09b0eb759f6bfeecae
Source dataset
uspto-grants-2012_03
Patent number
US08138175B2

Reaction notes

Loading…