Diisopropylethylamine → HCID 118379334, compound
Reaction equation
[C:1]([O:5][C:6](=[O:29])[C:7]([O:10]/[N:11]=[C:12](/[C:16]1[N:17]=[C:18]([NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[S:19][CH:20]=1)\[C:13](O)=[O:14])([CH3:9])[CH3:8])([CH3:4])([CH3:3])[CH3:2].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH2:63]/[C:64](/[CH2:77][C@@H:78]1[C@H:81]([NH2:82])[C:80](=[O:83])[NH:79]1)=[CH:65]\[C:66](=[O:76])[CH2:67][NH:68][C:69](=[O:75])[O:70][C:71]([CH3:74])([CH3:73])[CH3:72]>C(Cl)Cl.CN(C=O)C>[NH2:63]/[C:64](=[CH:65]\[C:66](=[O:76])[CH2:67][NH:68][C:69]([O:70][C:71]([CH3:74])([CH3:73])[CH3:72])=[O:75])/[CH2:77][C@@H:78]1[C@H:81]([NH:82][C:13](=[O:14])/[C:12](=[N:11]\[O:10][C:7]([CH3:9])([CH3:8])[C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:29])/[C:16]2[N:17]=[C:18]([NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[S:19][CH:20]=2)[C:80](=[O:83])[NH:79]1Participants
6
Reactant 4
HCID 81531Diisopropylethylamine
HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)
HCID 189632922-(((1-(tert-Butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)-2-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)acetic acid
HCID 131733786HCID 131733786, compoundProduct 1
Reagents, catalysts & solvents 1
Procedure
Prepared in analogous manner to example 4 step 4, using (Z)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)-2-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)acetic acid (100 mg, 0.23 mmol), HATU (89 mg, 0.23 mmol), DIPEA (68 μl, 0.39 mmol), tert-butyl ((Z)-4-amino-5-((2R,3S)-3-amino-4-oxoazetidin-2-yl)-2-oxopent-3-en-1-yl)carbamate (58 mg, 0.19 mmol) and DCM:DMF (3:1, 2 mL). 79 mg. LCMS: Rt=0.98 min, m/z=710.4 (M+1). Method 2m_acidic.
Workup
- customPrepared in analogous manner to example 4 step 4
Sources & evidence
- ORD record
- ord-07ea3923c79744a78e6bd92c94c8470a
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09174978B2
Reaction notes
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