Water → 2-(S)-[bis-(2-methylbenzyl)-amino]-3-(3,5-difluorophenyl)-propionaldehyde

HRID 1436479

反応式

HRID 1436479 の反応式
[CH3:1][C:2]1[CH:29]=[CH:28][CH:27]=[CH:26][C:3]=1[CH2:4][N:5]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH3:25])[C@@H:6]([CH2:9][C:10]1[CH:15]=[C:14]([F:16])[CH:13]=[C:12]([F:17])[CH:11]=1)[CH2:7][OH:8].C(N(CC)CC)C.O>CS(C)=O.C(OCC)(=O)C>[CH3:1][C:2]1[CH:29]=[CH:28][CH:27]=[CH:26][C:3]=1[CH2:4][N:5]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH3:25])[C@@H:6]([CH2:9][C:10]1[CH:11]=[C:12]([F:17])[CH:13]=[C:14]([F:16])[CH:15]=1)[CH:7]=[O:8]

参加物

6

反応物 3

HCID 962WaterHCID 8471TriethylamineHCID 69016621HCID 69016621、化合物

生成物 1

HCID 866149922-(S)-[bis-(2-methylbenzyl)-amino]-3-(3,5-difluorophenyl)-propionaldehyde

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Dissolve 2-(S)-[bis-(2-methylbenzyl)-amino]-3-(3,5-difluorophenyl)-propan-1-ol (1.34 g, 3.38 mmol) in DMSO (3 mL) and cool in an ice bath. Add triethylamine (1.9 mL, 13.51 mmol) followed by sulfur trioxide-pyridine complex (1.07 g, 6.76 mmol). Stir 30 min then slowly add water (1.5 mL). Dilute with ethyl acetate and wash with 5% aqueous citric acid (3×), saturated aqueous sodium chloride, dry (magnesium sulfate) and concentrate to give the title compound as a light yellow residue.

後処理

  1. temperaturecool in an ice bath
  2. washwash with 5% aqueous citric acid (3×), saturated aqueous sodium chloride
  3. dry with materialdry (magnesium sulfate)
  4. concentrationconcentrate

出典と根拠

ORDレコード
ord-6d0be819f82845889ad4e103820ba99f
出典データセット
uspto-grants-2009_11
特許番号
US07618978B2

関連ノート

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