Cyclopentylacetic acid → HCID 22984232, compound

HRID 133297Notes

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([NH2:41])[C:22](=[O:23])[N:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:20]2[CH:30]=[CH:31][CH:32]=[CH:33][C:19]=2[N:18]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:17]1=[O:40])=O)C>>[CH:1]1([CH2:6][C:7]([NH:41][C@H:16]([C:22]([NH:41][CH:16]2[C:22](=[O:23])[N:21]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:39]3[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=3[N:18]([C:19]3[CH:20]=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:17]2=[O:40])=[O:23])[CH3:17])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

Reactant 2

HCID 71606Cyclopentylacetic acid

HCID 69037142HCID 69037142, compound

Product 1

HCID 22984232HCID 22984232, compound

Procedure

Following General Procedure I above using cyclopentylacetic acid (Aldrich) and 3-(L-alaninyl)-amino-2,4-dioxo-1,5-bis-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine hydrochloride (Example 8-W), the title compound was prepared as an amorphous white solid. Purification was by flash chromatography eluting with CH2Cl2/EtOAc (1:1). Rf=0.44 (CH2Cl2/EtOAc, 1:1).

Workup

customPurification
washeluting with CH2Cl2/EtOAc (1:1)

Sources & evidence

ORD record: ord-a42c8ff187864659a164ced591f150b8
Source dataset: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07390801B2

Reaction notes

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