Tert-Butylamine → (S)-[2-(4-benzyloxy-phenyl)-1-tert-butylcarbamoyl-ethyl]-carbamic acid tert-butyl ester

HRID 1953905ノート

反応式

[NH2:1][C@@H:2]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:13][CH:12]=1)[C:3]([NH:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[C:25](N[C@H](C(O)=O)CC1C=CC(OCC2C=CC=CC=2)=CC=1)([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26].C(N(C(C)C)CC)(C)C.C(N)(C)(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.CCOC(C)=O>[C:28]([O:27][C:25](=[O:26])[NH:1][C@H:2]([C:3](=[O:4])[NH:5][C:6]([CH3:7])([CH3:9])[CH3:8])[CH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:15][CH:16]=1)([CH3:31])([CH3:30])[CH3:29]

参加物

実験手順

The Preparation of (S)-2-Amino-3-(4-benzyloxy-phenyl)-N-tert-butyl-propionamide (Ia) ##STR26## Step i: N-Boc-O-Benzyl-tyrosine (20.0 g, 53.9 mmol) was dissolved in DMF (270 mL) and treated with diisopropylethylamine (19 mL, 108 mmol), tert-butylamine (5.7 mL. 53.9 mmol), and HBTU (13.9 g, 53.9 mmol). The reaction was stirred for 15 minutes and then diluted with EtOAc (1 L), washed with saturated bicarbonate solution (2×1 L) and brine (1 L), dried over Na2SO4 and concentrated to give 22.1 g (92%) of (S)-[2-(4-benzyloxy-phenyl)-1-tert-butylcarbamoyl-ethyl]-carbamic acid tert-butyl ester.

後処理

washwashed with saturated bicarbonate solution (2×1 L) and brine (1 L)
dry with materialdried over Na2SO4
concentrationconcentrated

出典と根拠

ORDレコード: ord-9d63494014904f20bda0e7f61410eeea
出典データセット: uspto-grants-2000_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06117841

反応ノート

読み込み中…

反応式

参加物

反応物 5

生成物 1

試薬・触媒・溶媒 2

実験手順

後処理

出典と根拠

反応ノート