Butylamine → N-butyl-2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetamide

HRID 877950ノート

反応式

HRID 877950 の反応式
[OH:1][CH2:2][C@H:3]1[O:8][C:7]([CH3:10])([CH3:9])[O:6][C@@H:5]([CH2:11][C:12]([O:14]C(C)(C)C)=O)[CH2:4]1.[CH2:19]([NH2:23])[CH2:20][CH2:21][CH3:22].C(=O)([O-])[O-].[K+].[K+]>CO>[CH2:19]([NH:23][C:12](=[O:14])[CH2:11][C@H:5]1[CH2:4][C@@H:3]([CH2:2][OH:1])[O:8][C:7]([CH3:9])([CH3:10])[O:6]1)[CH2:20][CH2:21][CH3:22]

参加物

5

反応物 3

HCID 8007ButylamineHCID 11430Potassium CarbonateHCID 9816650tert-Butyl 2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexonate

生成物 1

HCID 53339170N-butyl-2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
42.5 °C

実験手順

A mixture of tert-butyl 2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate (10 grams), methanol (80 ml), n-butyl amine (20 ml) and potassium carbonate (10.6 grams) was heated to 40-45° C. and stirred up to completion of the reaction. The reaction mixture was distilled under reduced pressure and methylene chloride (100 ml) was added to the obtained residue at 25-30° C. and stirred for 15 minutes. The unwanted solid was filtered off and the filtrate was distilled off under reduced pressure to get the title compound.

後処理

  1. distillationThe reaction mixture was distilled under reduced pressure and methylene chloride (100 ml)
  2. additionwas added to the obtained residue at 25-30° C.
  3. stirringstirred for 15 minutes
  4. filtrationThe unwanted solid was filtered off
  5. distillationthe filtrate was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-b273afee20fe4c5db7c346d0d7b47bfd
出典データセット
uspto-grants-2015_03
特許番号
US08987444B2

反応ノート

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