(S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate → N-[N-(3,5-Difluorophenylacetyl)-L-alaninyl]-N-(tert-butoxycarbonyl)-L-lysine Methyl Ester

HRID 2180787Notes

Reaction equation

HRID 2180787 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([OH:17])=O)[CH3:14])=[O:11])[CH:5]=[C:6]([F:8])[CH:7]=1.[CH3:18][O:19][C:20](=[O:35])[C@H:21]([CH2:30][CH2:31][CH2:32][CH2:33][NH2:34])[NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24]>>[CH3:18][O:19][C:20](=[O:35])[C@H:21]([CH2:30][CH2:31][CH2:32][CH2:33][NH2:34])[N:22]([C:15](=[O:17])[C@H:13]([CH3:14])[NH:12][C:10](=[O:11])[CH2:9][C:4]1[CH:5]=[C:6]([F:8])[CH:7]=[C:2]([F:1])[CH:3]=1)[C:23]([O:25][C:26]([CH3:29])([CH3:27])[CH3:28])=[O:24]

Participants

3

Reactant 2

HCID 7018772(S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoateHCID 12135350(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid

Product 1

HCID 22894902N-[N-(3,5-Difluorophenylacetyl)-L-alaninyl]-N-(tert-butoxycarbonyl)-L-lysine Methyl Ester

Procedure

Following General Procedure A and using N-(3,5-difluorophenylacetyl)-L-alanine (from Example B2 above) and NE-(tert-butoxycarbonyl)-L-lysine methyl ester (Bachem), the title compound was prepared as an oil. The reaction was monitored by tlc (Rf=0.40 in 50% EtOAc/hexanes) and the product was purified by flash chromotography using 50% EtOAc/hexanes as the eluent.

Workup

  1. customthe product was purified by flash chromotography

Sources & evidence

ORD record
ord-1c0009bb01cd4331ba75d9655eeb082a
Source dataset
uspto-grants-2005_05
Patent number
US06888022B2

Reaction notes

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