Hydrochloric Acid → HCID 67074162, compound

HRID 2095491Notes

Reaction equation

C(OC([N:11]1[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][C:20]([N:22]2[CH2:29][CH2:28][C:25]3([CH2:27][CH2:26]3)[C@H:24]([OH:30])[CH2:23]2)=[O:21])[C:13](=[O:31])[C@@H:12]1[CH3:32])=O)C1C=CC=CC=1.Cl>>[OH:30][C@@H:24]1[CH2:23][N:22]([C:20](=[O:21])[CH2:19][CH2:18][CH2:17][N:14]2[CH2:15][CH2:16][NH:11][C@@H:12]([CH3:32])[C:13]2=[O:31])[CH2:29][CH2:28][C:25]21[CH2:27][CH2:26]2

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 67074046(S)-4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester

Product 1

HCID 67074162HCID 67074162, compoundYield 98%

Procedure

In analogy to intermediate 12E, (S)-4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester was hydrogenated without aqueous HCl to give the titled compound in 98% yield as light yellow oil. MS: 310.2 (MH+).

Sources & evidence

ORD record: ord-8b8c5b8addc546f1bd0ecd4345233f39
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445674B2

Reaction notes

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