Ethylmorpholine → HCID 69692682、化合物

HRID 1814364

反応式

HRID 1814364 の反応式
[C:1]([O:5][C:6](=[O:17])[CH2:7][CH:8]([NH2:16])[CH:9]([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12])([CH3:4])([CH3:3])[CH3:2].C(N1CCOCC1)C.CN(C)N1C=CC=CC1.[CH2:35]([O:42][C:43]1[CH:48]=[C:47]([N+:49]([O-:51])=[O:50])[CH:46]=[CH:45][C:44]=1[S:52](Cl)(=[O:54])=[O:53])[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>ClCCl>[C:1]([O:5][C:6](=[O:17])[CH2:7][C@H:8]([NH:16][S:52]([C:44]1[CH:45]=[CH:46][C:47]([N+:49]([O-:51])=[O:50])=[CH:48][C:43]=1[O:42][CH2:35][C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)(=[O:53])=[O:54])[CH:9]([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12])([CH3:2])([CH3:4])[CH3:3]

参加物

6

反応物 4

HCID 7525EthylmorpholineHCID 6453552N,N-dimethylpyridin-1-amineHCID 225039842-Benzyloxy-4-nitro-benzenesulfonyl chlorideHCID 858184393-Amino-4,4-diethoxy-butyric acid tert-butyl ester

生成物 1

HCID 69692682HCID 69692682、化合物収率 70%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

A mixture of 7.69 g (31 mmol) 3-amino-4,4-diethoxy-butyric acid tert-butyl ester, 4.2 mL (33 mmol) N-ethylmorpholine, 0.37 g (3 mmol) N N-dimethylaminopyridine was stirred in 75 mL dichloromethane and cooled to 0° C. in an ice/water bath. 10.1 g (31 mmol) of % 2-benzyloxy-4-nitro-benzenesulfonyl chloride was added in one portion and the resulting mixture was stirred at room temperature 18 h. TLC analysis indicated complete reaction. The reaction mixture was transferred to a separatory funnel and washed with water and then brine. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to a pale yellow oil. The oil was purified over silica eluting with 1:1 ethyl acetate:hexanes to give 11.7 g (21.7 mmol, 70%) (S)-3-(2-benzyloxy-4-nitro-benzenesulfonylamino)-4,4-diethoxy-butyric acid tert-butyl ester as a pale yellow oil. MS (APCI) m/z 538.1 (M−1).

後処理

  1. customreaction
  2. customThe reaction mixture was transferred to a separatory funnel
  3. washwashed with water
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo to a pale yellow oil
  7. customThe oil was purified over silica eluting with 1:1 ethyl acetate

出典と根拠

ORDレコード
ord-c3b3beaf991641319d4ac5159f170298
出典データセット
uspto-grants-2005_04
特許番号
US06875765B2

関連ノート

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