Hydrogen Bromide → (2S,3R,4S,5S)-2-bromotetrahydro-2H-thiopyran-3,4,5-triyl triacetate

HRID 6028

反応式

HRID 6028 の反応式
[BrH:1].C(O[CH:6]1[S:23][CH2:22][C@@H:17]([O:18][C:19](=[O:21])[CH3:20])[C@H:12]([O:13][C:14](=[O:16])[CH3:15])[C@H:7]1[O:8][C:9](=[O:11])[CH3:10])(=O)C>C(O)(=O)C.ClC(Cl)C>[C:9]([O:8][C@@H:7]1[C@@H:12]([O:13][C:14](=[O:16])[CH3:15])[C@H:17]([O:18][C:19](=[O:21])[CH3:20])[CH2:22][S:23][C@H:6]1[Br:1])(=[O:11])[CH3:10]

参加物

5

反応物 2

HCID 260Hydrogen BromideHCID 109912441,2,3,4-tetra-O-acetyl-5-thio-D-xylopyranose

生成物 1

HCID 10948230(2S,3R,4S,5S)-2-bromotetrahydro-2H-thiopyran-3,4,5-triyl triacetate収率 39%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 63651,1-Dichloroethane溶媒

実験手順

3.50 ml of a 30% solution of hydrobromic acid in glacial acetic acid are added at 10° C. to a solution of 2.10 g (6.3.10-3 mol) of 1,2,3,4-tetra-O-acetyl-5-thio-D-xylopyranose in 10 cm3 of dichloroethane. After 2 to 3 h, the reaction medium is hydrolyzed, washed with a solution of sodium bicarbonate and dried over sodium sulfate (Na2SO4) and the solvent is evaporated off to dryness under reduced pressure. 0.87 g (yield: 39%) of the expected product is obtained after precipitation in ether.

後処理

  1. washwashed with a solution of sodium bicarbonate
  2. dry with materialdried over sodium sulfate (Na2SO4)
  3. customthe solvent is evaporated off to dryness under reduced pressure

出典と根拠

ORDレコード
ord-826a99c45042499d9978bfa9b6772ca8
出典データセット
uspto-grants-1993_09
特許番号
US05246961

関連ノート

読み込み中…