Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 118098785, compound
Reaction equation
F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.[C:28]([O:32][C:33]([N:35]([C:81]([O:83][C:84]([CH3:87])([CH3:86])[CH3:85])=[O:82])[C:36]1[C:45]2[C:40](=[CH:41][C:42]([NH:46][CH:47]([C:51]3[CH:56]=[CH:55][C:54]([C@@H:57]([CH3:79])[CH2:58][O:59][C:60](=[O:78])[NH:61][C:62]4[CH:67]=[C:66]([CH2:68][NH:69][CH3:70])[C:65]([O:71][C@@H:72]([CH3:76])[CH2:73][O:74][CH3:75])=[C:64]([F:77])[CH:63]=4)=[C:53]([CH3:80])[CH:52]=3)[C:48](O)=[O:49])=[CH:43][CH:44]=2)[CH:39]=[CH:38][N:37]=1)=[O:34])([CH3:31])([CH3:30])[CH3:29]>CN(C)C1C=CN=CC=1.C(Cl)Cl.CN(C=O)C>[C:28]([O:32][C:33]([N:35]([C:36]1[C:45]2[C:40](=[CH:41][C:42]([NH:46][CH:47]3[C:48](=[O:49])[N:69]([CH3:70])[CH2:68][C:66]4[CH:67]=[C:62]([CH:63]=[C:64]([F:77])[C:65]=4[O:71][C@@H:72]([CH3:76])[CH2:73][O:74][CH3:75])[NH:61][C:60](=[O:78])[O:59][CH2:58][C@H:57]([CH3:79])[C:54]4[C:53]([CH3:80])=[CH:52][C:51]3=[CH:56][CH:55]=4)=[CH:43][CH:44]=2)[CH:39]=[CH:38][N:37]=1)[C:81](=[O:82])[O:83][C:84]([CH3:87])([CH3:86])[CH3:85])=[O:34])([CH3:31])([CH3:30])[CH3:29]Participants
6
Reactant 2
Product 1
Reagents, catalysts & solvents 3
Procedure
To a solution of BOP (196 mg, 0.444 mmol), 4-dimethylaminopyridine (136 mg, 1.109 mmol) in CH2Cl2 (40 mL), was added a solution of 37E (185 mg, 0.222 mmol) in DMF (10 mL) via a syringe pump over 6 h. The reaction mixture was stirred at rt for 16 h, then concentrated and purified by prep HPLC to give 37F (150 mg, 0.184 mmol, 83% yield) as a yellow solid. MS (ESI) m/z: 816.2 (M+H)+.
Workup
- concentrationconcentrated
- custompurified by prep HPLC
Sources & evidence
- ORD record
- ord-d43b83811536430a88a6fda326ab4cc7
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09174974B2
Reaction notes
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