(alphaS)-alpha-Aminocyclohexaneacetic acid → (2S)-Cyclohexyl({[(2,2-dimethylhex-5-en-1-yl)oxy]carbonyl}amino)acetic acid

HRID 2377636Notes

Reaction equation

HRID 2377636 reaction equation
CC(C)(C)[C@@H](C(O)=O)N[C:5](OCCCC=C)=[O:6].[NH2:18][C@@H:19]([CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1)[C:20]([OH:22])=[O:21].[CH3:29][C:30]([CH3:37])([CH2:33][CH2:34][CH:35]=[CH2:36])[CH2:31][OH:32]>>[CH:23]1([C@H:19]([NH:18][C:5]([O:32][CH2:31][C:30]([CH3:37])([CH3:29])[CH2:33][CH2:34][CH:35]=[CH2:36])=[O:6])[C:20]([OH:22])=[O:21])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

4

Reactant 3

HCID 736848(alphaS)-alpha-Aminocyclohexaneacetic acidHCID 102408212,2-Dimethylhex-5-en-1-olHCID 453799283-Methyl-N-{[(pent-4-en-1-yl)oxy]carbonyl}-L-valine

Product 1

HCID 45379612(2S)-Cyclohexyl({[(2,2-dimethylhex-5-en-1-yl)oxy]carbonyl}amino)acetic acid

Procedure

(2S)-Cyclohexyl({[(2,2-dimethylhex-5-en-1-yl)oxy]carbonyl}amino)acetic acid was prepared according to the procedure for 3-methyl-N-[(pent-4-enyloxy)carbonyl]-L-valine using (2S)-amino(cyclohexyl)acetic acid and 2,2-dimethylhex-5-en-1-ol. LRMS (ESI) m/z 312.3 [(M+H)+; calcd for C17H30NO4: 312.2].

Sources & evidence

ORD record
ord-fe626430d6594b38b2149e0e8e10ec4e
Source dataset
uspto-grants-2008_12
Patent number
US07470664B2

Reaction notes

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