Water → HCID 59043085、化合物

HRID 2120972ノート

反応式

HRID 2120972 の反応式
[C:1]([O:5][C:6](=[O:23])[C@@H:7]([NH:13][S:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)(=[O:16])=[O:15])[CH2:8][CH2:9][C:10](O)=[O:11])([CH3:4])([CH3:3])[CH3:2].ClC(OCC)=O.[C:30]1([CH2:36][N:37]2[CH2:42][CH2:41][C:40]3([CH2:47][CH2:46][NH:45][CH2:44][CH2:43]3)[CH2:39][CH2:38]2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.O>C1COCC1.C(N(CC)CC)C>[C:17]1([S:14]([NH:13][C@@H:7]([CH2:8][CH2:9][C:10](=[O:11])[N:45]2[CH2:46][CH2:47][C:40]3([CH2:39][CH2:38][N:37]([CH2:36][C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=4)[CH2:42][CH2:41]3)[CH2:43][CH2:44]2)[C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:23])(=[O:15])=[O:16])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

7

反応物 4

HCID 962WaterHCID 10928Ethyl chloroformateHCID 4195333-Benzyl-3,9-diazaspiro[5.5]undecaneHCID 59043077HCID 59043077、化合物

生成物 1

HCID 59043085HCID 59043085、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8471Triethylamine溶媒

実験手順

A solution of 6.82 g (19.86 mmol) of the intermediate from Step B in 20 ml dry THF containing 2.8 ml triethylamine was cooled to −10° C. 2.15 g (19.8 mmol) ethyl chloroformate were added dropwise, and the mixture was stirred for ten minutes, while a precipitate was formed spontaneously. A solution of 4.85 g (19.86 mmol) of the intermediate from Example 20, Step D in a mixture of 24 ml dry THF and 5.3 ml triethylamine was added quickly in small portions. It was warmed to room temperature, stirred over night, poured into water, and extracted three times with ethyl acetate. The combined organic layers were washed with water, dried over sodium sulfate, and concentrated under reduced pressure, and the title compound was obtained by chromatography on silica gel with dichloromethane/ethanol 93:7.

後処理

  1. customwas formed spontaneously
  2. additionwas added quickly in small portions
  3. stirringstirred over night
  4. extractionextracted three times with ethyl acetate
  5. washThe combined organic layers were washed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8e4ae1f0003245d88becd90f6b973bb2
出典データセット
uspto-grants-2004_02
特許番号
US06693109B2

反応ノート

読み込み中…