6-Bromo-1-hexene → N-[(Hex-5-en-1-yl)(propan-2-yl)carbamoyl]-3-methyl-L-valine

HRID 2377642Notes

Reaction equation

HRID 2377642 reaction equation
[CH:1]([N:4]([CH2:16][CH2:17][CH2:18][CH:19]=[CH2:20])[C:5]([NH:7][C@H:8]([C:13]([OH:15])=[O:14])[C:9]([CH3:12])([CH3:11])[CH3:10])=[O:6])([CH3:3])[CH3:2].Br[CH2:22]CCCC=C>>[CH2:16]([N:4]([CH:1]([CH3:2])[CH3:3])[C:5]([NH:7][C@H:8]([C:13]([OH:15])=[O:14])[C:9]([CH3:12])([CH3:11])[CH3:10])=[O:6])[CH2:17][CH2:18][CH2:19][CH:20]=[CH2:22]

Participants

3

Reactant 2

HCID 759066-Bromo-1-hexeneHCID 576926803-Methyl-N-[(pent-4-en-1-yl)(propan-2-yl)carbamoyl]-L-valine

Product 1

HCID 59856486N-[(Hex-5-en-1-yl)(propan-2-yl)carbamoyl]-3-methyl-L-valine

Procedure

N-{[Hex-5-en-1-yl(isopropyl)amino]carbonyl}-3-methyl-L-valine was prepared according to the procedure described for N-{[isopropyl(pent-4-en-1-yl)amino]carbonyl}-3-methyl-L-valine by using 6-bromo-1-hexene in Step 1. LRMS (ESI) m/z 299 [(M+H)+; calcd for C16H31N2O3; 299.2].

Sources & evidence

ORD record
ord-ccdd2b0946aa48288a9e7edd34f5c311
Source dataset
uspto-grants-2008_12
Patent number
US07470664B2

Reaction notes

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