HCID 70147433, compound → HCID 86601534, compound

HRID 1815495Notes

Reaction equation

HRID 1815495 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:11]1[CH:16]=[CH:15][C:14](/[CH:17]=[CH:18]/[C:19]([N:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH:22]2[C:27]([O:29]CC)=[O:28])=[O:20])=[CH:13][C:12]=1[N+:32]([O-:34])=[O:33])([CH3:3])[CH3:2]>O>[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:11]1[CH:16]=[CH:15][C:14](/[CH:17]=[CH:18]/[C:19]([N:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH:22]2[C:27]([OH:29])=[O:28])=[O:20])=[CH:13][C:12]=1[N+:32]([O-:34])=[O:33])([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 70147433HCID 70147433, compound

Product 1

HCID 86601534HCID 86601534, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was prepared by the procedures described in Example 226, substituting the ethyl ester from Example 225 with the ethyl ester from Example 242, giving a light-yellow solid. 1H NMR (CDCl3, 300 MHz) δ 1.18 (d, J=6.9 Hz, 6H), 1.40-1.89 (m, 5H), 2.34 (br d, J=11.7 Hz, 1H), 3.31-3.51 (m, 1H), 3.44 (septet, J=6.9 Hz, 1H), 4.01 (d, J=11.7 Hz, 1H), 5.42 (br s, 1H), 6.70 (d, J=7.8 Hz, 1H), 6.99 (br d, J=15.6 Hz, 1H), 7.29 (td, J=2.7, 6.9 Hz, 1H), 7.41 (d, J=7.8 Hz, 1H), 7.45-7.58 (m, 3H), 7.64 (d, J=15.6 Hz, 1H), 8.43 (s, 1H). MS (ESI+) (M+H)+ at m/z 455. Anal. Calcd for C24H26N2O5S.0.08 H2O: C, 63.22; H, 5.78; N, 6.14. Found: C, 63.21; H, 5.65; N, 6.00.

Workup

  1. customgiving a light-yellow solid

Sources & evidence

ORD record
ord-a0536a6a2f4b4d4e9bd25a0d29e1acd3
Source dataset
uspto-grants-2005_04
Patent number
US06878700B1

Reaction notes

Loading…