Hydrochloric Acid → HCID 67074048, compound

HRID 2095498Notes

Reaction equation

C(OC([N:11]1[CH2:16][CH2:15][N:14]([CH2:17][C@@H:18]([OH:31])[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:32])[C@@H:12]1[CH3:33])=O)C1C=CC=CC=1.Cl>>[OH:31][C@@H:18]([CH2:19][C:20]([N:22]1[CH2:29][CH2:28][C:25]2([CH2:26][CH2:27]2)[C@H:24]([OH:30])[CH2:23]1)=[O:21])[CH2:17][N:14]1[CH2:15][CH2:16][NH:11][C@@H:12]([CH3:33])[C:13]1=[O:32]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 67074532HCID 67074532, compound

Product 1

HCID 67074048HCID 67074048, compoundYield 64%

Procedure

In analogy to intermediate 12E, (S)-4-[(S)-2-hydroxy-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 64% yield as off-white waxy solid. MS: 326.21 (MH+).

Sources & evidence

ORD record: ord-462564f153344be6843c939a9dc2d43d
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445674B2

Reaction notes

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