4-Methylmorpholine → (S)-2-{(S)-3,3-Dimethyl-2-[(1-methyl-piperidine-4-carbonyl)-amino]-butyrylamino}-propionic acid ethyl ester

HRID 44141

反応式

HRID 44141 の反応式
[CH2:1]([O:3][C:4](=[O:16])[C@@H:5]([NH:7][C:8](=[O:15])[C@@H:9]([NH2:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[CH3:6])[CH3:2].[CH3:17][N:18]1[CH2:23][CH2:22][CH:21]([C:24](O)=[O:25])[CH2:20][CH2:19]1.C(OC(Cl)=O)C(C)C.CN1CCOCC1>CN(C=O)C>[CH2:1]([O:3][C:4](=[O:16])[C@@H:5]([NH:7][C:8](=[O:15])[C@@H:9]([NH:14][C:24]([CH:21]1[CH2:22][CH2:23][N:18]([CH3:17])[CH2:19][CH2:20]1)=[O:25])[C:10]([CH3:11])([CH3:13])[CH3:12])[CH3:6])[CH3:2]

参加物

6

反応物 4

HCID 79724-MethylmorpholineHCID 62365Isobutyl chloroformateHCID 27369391-Methylpiperidine-4-carboxylic acidHCID 86674878(S)-2-((S)-2-Amino-3,3-dimethyl-butyrylamino)-propionic acid ethyl ester

生成物 1

HCID 67325020(S)-2-{(S)-3,3-Dimethyl-2-[(1-methyl-piperidine-4-carbonyl)-amino]-butyrylamino}-propionic acid ethyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

For compound (A48) (S)-2-((S)-2-Amino-3,3-dimethyl-butyrylamino)-propionic acid ethyl ester was coupled with 1-Methyl-piperidine-4-carboxylic acid using isobutylchloroformate and N-methylmorpholine in DMF to give (S)-2-{(S)-3,3-Dimethyl-2-[(1-methyl-piperidine-4-carbonyl)-amino]-butyrylamino}-propionic acid ethyl ester. This was then quaternised with MeI in DCM-acetone and subsequently hydrolysed using an hydroxide resin such as Ambersep 900-OH resin.

出典と根拠

ORDレコード
ord-94ce4938ec99444bb640482c7e136ef9
出典データセット
uspto-grants-2013_09
特許番号
US08541363B2

関連ノート

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