D-Leucine, methyl ester → (R)-methyl 4-methyl-2-(5-methyl-1H-indole-2-carboxamido)pentanoate

HRID 339337

反応式

HRID 339337 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([OH:13])=O)=[CH:5]2.[CH3:14][O:15][C:16](=[O:23])[C@@H:17]([CH2:19][CH:20]([CH3:22])[CH3:21])[NH2:18]>>[CH3:21][CH:20]([CH3:22])[CH2:19][C@@H:17]([NH:18][C:11]([C:6]1[NH:7][C:8]2[C:4]([CH:5]=1)=[CH:3][C:2]([CH3:1])=[CH:10][CH:9]=2)=[O:13])[C:16]([O:15][CH3:14])=[O:23]

参加物

3

反応物 2

HCID 89967D-Leucine, methyl esterHCID 2591885-methyl-1H-indole-2-carboxylic acid

生成物 1

HCID 7322438(R)-methyl 4-methyl-2-(5-methyl-1H-indole-2-carboxamido)pentanoate収率 50%

実験手順

Prepared in a similar manner to example 4 using 5-Methyl-1H-indole-2-carboxylic acid and D-leucine methyl ester. Yield: 50%. NMR (500 MHz, CDCl3): 0.98 (d, 3H, J=6.3 Hz), 1.00 (d, 3H, J=6.1 Hz), 2.44 (s, 3H), 3.784 (s, 3H), 4.87 (m, 1H), 6.56 (d, 1H, J=8.39 Hz), 6.85 (dd, 1H, J=1.94 Hz, J=0.68 Hz), 7.12 (dd, 1H, J=8.46 Hz, J=1.55 Hz), 7.31 (d, 1H, J=8.45 Hz), 7.42 (s, 1H). MS (MH+, 303).

出典と根拠

ORDレコード
ord-53cf107493c94d989e7feaf1986b11e0
出典データセット
uspto-grants-2014_11
特許番号
US08895050B2

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