HCID 22312692, compound → HCID 86584978, compound

HRID 860277Notes

Reaction equation

HRID 860277 reaction equation
[CH:1]1([CH:6]([OH:10])[C:7]([OH:9])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.N[C@H](C([NH:17][CH:18]1[C:24](=[O:25])[N:23]([CH2:26][CH:27]2[CH2:29][CH2:28]2)[C:22]2[CH:30]=[CH:31][CH:32]=[CH:33][C:21]=2[N:20]([CH2:34][CH:35]2[CH2:37][CH2:36]2)[C:19]1=[O:38])=O)C>>[CH:1]1([CH:6]([OH:10])[C:7]([NH:17][C@H:18]([C:24]([C:18]2([NH2:17])[C:24](=[O:25])[N:23]([CH2:26][CH:27]3[CH2:29][CH2:28]3)[C:22]3[CH:30]=[CH:31][CH:32]=[CH:33][C:21]=3[N:20]([CH2:34][CH:35]3[CH2:37][CH2:36]3)[C:19]2=[O:38])=[O:25])[CH3:19])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 22312692HCID 22312692, compoundHCID 23552768HCID 23552768, 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-98280f93eb354a33a4042b33d4bc206c
Source dataset
uspto-grants-2006_12
Patent number
US07153847B2

Reaction notes

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