Water → 2-(R)-Amino-3-(R)-benzyloxy-5-(3-benzyloxyphenyl)-4-(S)-dibenzylaminopentan-1-ol

HRID 20350ノート

反応式

HRID 20350 の反応式
C(OC([N:8]1[C@@H:12]([C@@H:13]([O:45][CH2:46][C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[C@@H:14]([N:30]([CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH:17]=2)[CH2:11][O:10]C1(C)C)=O)(C)(C)C.O.C(=O)(O)[O-].[Na+]>Cl.O1CCOCC1>[NH2:8][C@@H:12]([C@@H:13]([O:45][CH2:46][C:47]1[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=1)[C@@H:14]([N:30]([CH2:31][C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)[CH2:38][C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1)[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:17]=1)[CH2:11][OH:10]

参加物

6

反応物 3

HCID 962Water2 回HCID 516892Sodium BicarbonateHCID 685579764-(R)-[1-(S)-benzyloxy-3-(3-benzyloxyphenyl)-2-(S)-dibenzylaminopropyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

生成物 1

HCID 685587952-(R)-Amino-3-(R)-benzyloxy-5-(3-benzyloxyphenyl)-4-(S)-dibenzylaminopentan-1-ol

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 312751,4-Dioxane溶媒

実験手順

Dissolve 4-(R)-[1-(S)-benzyloxy-3-(3-benzyloxyphenyl)-2-(S)-dibenzylaminopropyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester (16.01 g, 22.0 mmol) in 4 M hydrogen chloride in 1,4-dioxane (130 mL) and stir for 30 minutes. Add water (65 mL) and stir for 18 hours. Slowly add sodium bicarbonate (50 g) and water (˜50 mL). Extract with ethyl acetate, wash with saturated aqueous sodium chloride, dry (magnesium sulfate), filter and concentrate to give the crude desired compound.

後処理

  1. extractionExtract with ethyl acetate
  2. washwash with saturated aqueous sodium chloride
  3. dry with materialdry (magnesium sulfate)
  4. filtrationfilter
  5. concentrationconcentrate

出典と根拠

ORDレコード
ord-29601f73a49241d690cf70d5de7a0301
出典データセット
uspto-grants-2010_06
特許番号
US07745438B2

反応ノート

読み込み中…