Trifluoroacetic acid → HCID 10346918, compound

HRID 1294737Notes

Reaction equation

HRID 1294737 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C@H:8]([N:22]2[CH2:27][CH2:26][N:25]([CH2:28][CH:29]=[C:30]([CH3:32])[CH3:31])[CH2:24][CH2:23]2)[C:9]2[CH:21]=[CH:20][C:12]([C:13]([N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])=[O:14])=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1.C(N(CC)C(=O)C1C=CC([C@@H](N2CCN(CC=C)CC2)C2C=CC=C(N[CH2:51][C:52]3[S:53][CH:54]=[CH:55][CH:56]=3)C=2)=CC=1)C.C(O)(C(F)(F)F)=O>CO>[CH2:16]([N:15]([CH2:18][CH3:19])[C:13](=[O:14])[C:12]1[CH:20]=[CH:21][C:9]([C@@H:8]([N:22]2[CH2:27][CH2:26][N:25]([CH2:28][CH:29]=[C:30]([CH3:32])[CH3:31])[CH2:24][CH2:23]2)[C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([NH:1][CH2:51][C:52]3[S:53][CH:54]=[CH:55][CH:56]=3)[CH:3]=2)=[CH:10][CH:11]=1)[CH3:17]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 10071617HCID 10071617, compoundHCID 10097584HCID 10097584, compound

Product 1

HCID 10346918HCID 10346918, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Synthesized using COMPOUND 67 and the method described for COMPOUND 69. Purity (HPLC): >99%; Optical purity (Chiral HPLC): >99%; (400 MHz, CD3OD) 1.06 (t, J=6.61 Hz, 3H), 1.19 (t, J=6.61 Hz, 3H), 1.76 (s, 3H), 1.82 (s, 3H), 2.11-2.27 (m, 2H), 2.89-3.14 (m, 4H), 3.14-3.26 (m, 2H), 3.32-3.42 (m, 2H), 3.45-3.54 (m, 2H), 3.71 (d, J=7.93 Hz, 2H), 4.27 (s, 1H), 4.47 (s, 2H), 5.22-5.29 (m, 1H), 6.56 (ddd, J=7.94 Hz, 2.37 Hz, 1.02Hz, 1H), 6.68-6.71 (m, 1H), 6.77 (t, J=2.20Hz, 1H), 6.91 (dd, J=5.07 Hz, 3.38 Hz, 1H), 6.95-6.97 (m, 1H), 7.02 (t, J=7.77 Hz, 1H), 7.21 (dd, J=5.07 Hz, 1.19 Hz, 1H), 7.26 (d, J=8.05 Hz, 1H), 7.47 (d, J=8.12 Hz, 2H). Found: C, 59.49; H, 6.40; N, 7.85. C32H42N4O×0.7H2O 1.4 CF3COOH has C, 59.46; H, 6.42; N, 7.97%. [a]D20=−20.30 deg [c 0.650, MeOH]

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-01cc38df1a4c45dd9f1a495b71c299c6
Source dataset
uspto-grants-2007_07
Patent number
US07241764B2

Reaction notes

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