HCID 11294945, compound → HCID 12178027, compound

HRID 495103Notes

Reaction equation

HRID 495103 reaction equation
[C:1]12([C:11]3[O:12][CH2:13][C@@H:14]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=4[P:22]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[S:23])[N:15]=3)[CH2:10]C3CC(CC(C3)[CH2:2]1)[CH2:8]2>C(Cl)(Cl)Cl>[C:1]([C:11]1[O:12][CH2:13][C@@H:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[P:22]([CH:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)([CH:30]2[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]2)=[S:23])[N:15]=1)([CH3:10])([CH3:2])[CH3:8]

Participants

3

Reactant 1

HCID 11294945HCID 11294945, compound

Product 1

HCID 12178027HCID 12178027, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

This compound was produced by the same method used for 4d as a colorless oil (52%). [α]20D=−78.0 (c=0.50, CHCl3); 1H NMR (CDCl3, 300 MHz) 6 7.54-7.49 (m, 2H), 7.37-7.31 (m, 2H), 6.53 (m, 1H), 4.94 (t, J=9.5 Hz, 1H), 3.92 (t, J=8.0 Hz, 1H), 2.54 (m, 1H), 2.31 (m, 1H), 2.09 (m, 1H), 1.91-1.13 (m, 19H), 1.34 (s, 9H); 13C NMR (CDCl3, 75 MHz) δ 175.7, 149.2, 131.7 (d, J=2.6 Hz), 131.3, 128.6 (d, J=9.0 Hz), 126.3 (d, J=10.5 Hz), 125.0 (d, J=63.8 Hz), 76.2, 66.5 (d, J=3.7 Hz), 41.2 (d, J=48.2 Hz), 36.5 (d, J=51.2 Hz), 33.3, 27.9, 26.6-25.2 (m); 31P NMR (CDCl3, 145 MHz) δ 57.27 (br); HRMS (M++1) m/z calculated for C25H39NOPS 432.24845, found 432.24619.

Workup

  1. customThis compound was produced by the same method

Sources & evidence

ORD record
ord-f30f7b7f175f418c8ea60a3e99b74bce
Source dataset
uspto-grants-2009_05
Patent number
US07538228B2

Reaction notes

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