Hexanoic Acid → HCID 21969911, compound

HRID 2299548Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:24])[C@H:4]([CH2:19][CH2:20][CH2:21][CH2:22][NH2:23])[NH:5][C:6](=[O:18])[CH:7]([CH3:17])[NH:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([Cl:16])[CH:10]=1.[C:25](O)(=[O:31])[CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>>[CH3:1][O:2][C:3](=[O:24])[C@H:4]([CH2:19][CH2:20][CH2:21][CH2:22][NH:23][C:25](=[O:31])[CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[NH:5][C:6](=[O:18])[CH:7]([CH3:17])[NH:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([Cl:16])[CH:10]=1

Participants

Reactant 2

HCID 8892Hexanoic Acid

HCID 54093670HCID 54093670, compound

Product 1

HCID 21969911HCID 21969911, compound

Procedure

Following General Procedure D and using N-[N-(3,4-dichlorophenyl)-D,L-alanyl]-L-lysine methyl ester (from Example 21 above) and hexanoic acid (Aldrich), the title compound was prepared. The reaction was monitored by tlc (Rf=0.38 in 60% CH2CH2/10% hexanes/27% EtOAc/3% MeOH) and purification was by flash chromatography using 60% CH2CH2/10% hexanes/ 27% EtOAc/3% MeOH as the eluent.

Workup

customThe reaction was monitored by tlc (Rf=0.38 in 60% CH2CH2/10% hexanes/27% EtOAc/3% MeOH) and purification

Sources & evidence

ORD record: ord-e5ac78d5040044b3903010c52c9a5766
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06495693B2

Reaction notes

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