(S)-methyl 2-hydroxy-3-phenylpropanoate → HCID 70195208, compound

HRID 1873180Notes

Reaction equation

HRID 1873180 reaction equation
[Br:1][C:2]1[C:14]2[S:13][C:12]3[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=3[C:10]=2[C:9]([C:19]2[CH:24]=[C:23]([CH:25]([CH3:27])[CH3:26])[C:22]([OH:28])=[C:21]([CH:29]([CH3:31])[CH3:30])[CH:20]=2)=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[CH:7]2.O[C@@H:33]([CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[C:34]([O:36]C)=[O:35]>>[Br:1][C:2]1[C:14]2[S:13][C:12]3[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=3[C:10]=2[C:9]([C:19]2[CH:24]=[C:23]([CH:25]([CH3:26])[CH3:27])[C:22]([O:28][C@H:33]([CH2:38][C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[C:34]([OH:36])=[O:35])=[C:21]([CH:29]([CH3:31])[CH3:30])[CH:20]=2)=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[CH:7]2

Participants

3

Reactant 2

HCID 5289077(S)-methyl 2-hydroxy-3-phenylpropanoateHCID 15481257HCID 15481257, compound

Product 1

HCID 70195208HCID 70195208, compound

Procedure

Prepared from of 4-(6-bromo-benzo[b]naphtho[2,3-d]thiophen-11-yl)-2,6-diisopropyl-phenol (Example 40) and (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (Example 96). White solid: NMR (DMSO-d6); δ13.08 (broad s, 1 H), 8.27 (d, J=8 Hz, 1 H), 8.00 (d, J=8 Hz, 1 H), 7.76 (ddd, J=8, 8, 1, 1H), 7.66-7.58 (m, 2 H), 7.43 (ddd, J=8, 8, 1 Hz, 1 H), 7.40-7.34 (m, 4 H), 7.31-7.25 (m, 1 H), 7.12 (s, 2 H), 7.08 (ddd, J=8, 8, 1, 1H), 6.36 (d, J=8 Hz, 1 H), 4.55 (t, J=7 Hz, 1 H), 3.45 (septuplet, J=7 Hz, 2 H), 3.32 (d, J=7 Hz, 2 H), 1.14 (d, J=7 Hz, 3 H), 1.09 (d, J=7 Hz, 3 H), 1.05 (d, J=7 Hz, 3 H), 1.03 (d, J=7 Hz, 3 H); MS (+FAB): [M+] 636 (95%), 638 (100%); Anal. Calc. for C37H33BrO3S: C, 69.70, H, 5.11, N, 0.00. Found: C, 69.48, H, 5.11, N,0.11.

Sources & evidence

ORD record
ord-412f4b4eef8b4a39b0d6478a433a7cf2
Source dataset
uspto-grants-2000_08
Patent number
US06110962

Reaction notes

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