Cyclopentylacetic acid → HCID 69270580, compound

HRID 133291Notes

Reaction equation

[CH:1]1([CH2:6][C:7]([OH:9])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[NH2:11][C@H:12]([C:14]([C:16]1([NH2:37])[C:22](=[O:23])[N:21]([CH2:24][CH:25]2[CH2:27][CH2:26]2)[C:20]2[CH:28]=[CH:29][CH:30]=[CH:31][C:19]=2[N:18]([CH2:32][CH:33]2[CH2:35][CH2:34]2)[C:17]1=[O:36])=[O:15])[CH3:13]>>[CH:1]1([CH2:6][C:7]([NH:11][C@H:12]([C:14]([C:16]2([NH2:37])[C:22](=[O:23])[N:21]([CH2:24][CH:25]3[CH2:26][CH2:27]3)[C:20]3[CH:28]=[CH:29][CH:30]=[CH:31][C:19]=3[N:18]([CH2:32][CH:33]3[CH2:35][CH2:34]3)[C:17]2=[O:36])=[O:15])[CH3:13])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

Reactant 2

HCID 71606Cyclopentylacetic acid

HCID 69033314HCID 69033314, compound

Product 1

HCID 69270580HCID 69270580, compound

Procedure

Following General Procedure I above using cyclopentylacetic acid (Aldrich) and 3-(L-alaninyl)-amino-2,4-dioxo-1,5-bis-(cyclopropylmethyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine hydrochloride (Example 8-U), the title compound was prepared as a white foam. Purification was by flash chromatography eluting with CH2Cl2/EtOAc (1:1 gradient to 2:3). Rf=0.50 (CH2Cl2/EtOAc, 1:1).

Workup

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

Sources & evidence

ORD record: ord-6528eb5c03c2458abd2b995e9a12cfb9
Source dataset: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07390801B2

Reaction notes

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