2-Methyl-1,3-benzothiazol-5-ol → (2S)-2-Methoxy-3-{4-[3-(2-methyl-benzothiazol-5-yloxy)-propoxy]-phenyl}-propionic acid

HRID 459124

反応式

HRID 459124 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C@H:13]([O:17][CH3:18])[C:14]([OH:16])=[O:15])=[CH:8][CH:7]=1.[CH3:19][C:20]1[S:21][C:22]2[CH:28]=[CH:27][C:26](O)=[CH:25][C:23]=2[N:24]=1>>[CH3:18][O:17][C@@H:13]([CH2:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH2:3][CH2:2][O:1][C:26]2[CH:27]=[CH:28][C:22]3[S:21][C:20]([CH3:19])=[N:24][C:23]=3[CH:25]=2)=[CH:7][CH:8]=1)[C:14]([OH:16])=[O:15]

参加物

3

反応物 2

HCID 6997992-Methyl-1,3-benzothiazol-5-olHCID 69424952(2S)-3-[4-(3-Hydroxy-propoxy)-phenyl]-2-methoxy-propionic acid

生成物 1

HCID 58822649(2S)-2-Methoxy-3-{4-[3-(2-methyl-benzothiazol-5-yloxy)-propoxy]-phenyl}-propionic acid

実験手順

The title compound was prepared from (2S)-3-[4-(3-Hydroxy-propoxy)-phenyl]-2-methoxy-propionic acid linked to Wang's Resin (Example 94, Step D) via Mitsunobu coupling with 2-methyl-5-benzothiazolol and cleavage from the resin (Standard Procedure G) to give an oily solid. 1H-NMR (200.15 MHz, CDCl3): 7.65 (d, 1 H, J=8.9), 7.36–7.35 (m, 1 H), 7.16 (d, 2 H, J=8.9), 7.03 (dd, 1 H, J=8.9, 2.4), 6.86 (dd, 2 H, J=6.5, 1.9), 4.22 (t, 2 H, J=35.9), 4.18 (t, 2 H, J=6.2), 4.01 (dd, 2 H, J=6.4, 5.4), 3.43 (s, 3 H), 3.14–2.94 (m, 2 H), 2.87 (s, 3 H), 2.27 (qn, 2 H, J=6.2) ppm.

後処理

  1. customto give an oily solid

出典と根拠

ORDレコード
ord-cbd447189ca44a0cb8f1f95329b630fc
出典データセット
uspto-grants-2007_03
特許番号
US07192982B2

関連ノート

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