HCID 22312692, compound → HCID 86584978, compound

HRID 133292Notes

Reaction equation

HRID 133292 reaction equation
[CH:1]1([CH:6]([OH:10])[C:7]([OH:9])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[NH2:12][C@H:13]([C:15]([C:17]1([NH2:38])[C:23](=[O:24])[N:22]([CH2:25][CH:26]2[CH2:28][CH2:27]2)[C:21]2[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=2[N:19]([CH2:33][CH:34]2[CH2:36][CH2:35]2)[C:18]1=[O:37])=[O:16])[CH3:14]>>[CH:1]1([CH:6]([OH:10])[C:7]([NH:12][C@H:13]([C:15]([C:17]2([NH2:38])[C:23](=[O:24])[N:22]([CH2:25][CH:26]3[CH2:27][CH2:28]3)[C:21]3[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=3[N:19]([CH2:33][CH:34]3[CH2:36][CH2:35]3)[C:18]2=[O:37])=[O:16])[CH3:14])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 22312692HCID 22312692, compoundHCID 69033314HCID 69033314, compound

Product 1

HCID 86584978HCID 86584978, compound

Procedure

Following General Procedure I above using cyclopentyl-α-hydroxyacetic acid (Example P) 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 L.C. 2000 eluting with CH2Cl2/EtOAc (1:1 gradient to 1:2) then flash chromatography eluting with 2:1 EtOAc/CH2Cl2. Rf=0.47 and 0.37 (CH2Cl2/EtOAc, 1:2).

Workup

  1. customPurification
  2. wash2000 eluting with CH2Cl2/EtOAc (1:1 gradient to 1:2) then flash chromatography eluting with 2:1 EtOAc/CH2Cl2

Sources & evidence

ORD record
ord-9b25add83d814dcfb45e825517da4c1c
Source dataset
uspto-grants-2008_06
Patent number
US07390801B2

Reaction notes

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