Cyclopentylacetic acid → HCID 11756164, compound

HRID 1841072Notes

Reaction equation

[CH:1]1([CH2:6][C:7]([OH:9])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.N[C@H](C([C:16]1([NH2:39])[C:22](=[O:23])[N:21]([CH2:24][C:25]([CH3:28])([CH3:27])[CH3:26])[C:20]2[CH:29]=[CH:30][CH:31]=[CH:32][C:19]=2[N:18]([CH2:33][C:34]([CH3:37])([CH3:36])[CH3:35])[C:17]1=[O:38])=O)C>>[CH:1]1([CH2:6][C:7]([NH:39][C@H:16]([C:22]([NH:39][CH:16]2[C:17](=[O:38])[N:18]([CH2:33][C:34]([CH3:37])([CH3:36])[CH3:35])[C:19]3[CH:32]=[CH:31][CH:30]=[CH:29][C:20]=3[N:21]([CH2:24][C:25]([CH3:27])([CH3:26])[CH3:28])[C:22]2=[O:23])=[O:23])[CH3:17])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

Reactant 2

HCID 71606Cyclopentylacetic acid

HCID 69034686HCID 69034686, compound

Product 1

HCID 11756164HCID 11756164, compound

Procedure

Following General Procedure I above using cyclopentylacetic acid (Aldrich) and 3-(L-alaninyl)-amino-2,4-dioxo-1,5-bis-(2,2-dimethylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine hydrochloride (Example 8-V), the title compound was prepared as a white amorphous solid. Purification was by flash chromatography eluting with CH2Cl2/EtOAc (2:1 gradient to 3:2). Rf=0.29 (CH2Cl2/EtOAc, 2:1).

Workup

customPurification
washeluting with CH2Cl2/EtOAc (2:1 gradient to 3:2)

Sources & evidence

ORD record: ord-755d3d27dd8c4cf9be66e1a9cb754928
Source dataset: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06683075B1

Reaction notes

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