Trifluoroacetic acid → (3R,4R,5S)-3-ethoxy-4-hydroxy-5-[(1R)-1-hydroxyprop-2-en-1-yl]dihydrofuran-2(3H)-one

HRID 1670443ノート

反応式

HRID 1670443 の反応式
C(O)(C(F)(F)F)=O.[CH2:8]([O:10][C@@H:11]1[C@@H:15]2[O:16]C(C)(C)[O:18][C@H:19]([CH:20]=[CH2:21])[C@@H:14]2[O:13][C:12]1=[O:24])[CH3:9]>O>[CH2:8]([O:10][C@@H:11]1[C@H:15]([OH:16])[C@H:14]([C@H:19]([OH:18])[CH:20]=[CH2:21])[O:13][C:12]1=[O:24])[CH3:9]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 57617734(4R,4aS,7R,7aR)-7-ethoxy-2,2-dimethyl-4-vinyltetrahydro-6H-furo[3,2-d][1,3]dioxin-6-one

生成物 1

HCID 57617787(3R,4R,5S)-3-ethoxy-4-hydroxy-5-[(1R)-1-hydroxyprop-2-en-1-yl]dihydrofuran-2(3H)-one収率 82.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

2.8 ml of TFA are added to a 25 mL round-bottomed flask containing 13 mL of water and 800 mg of 50 (3.30 mmol). The medium is stirred for 2 h at RT and then the medium is diluted with 200 mL of water, frozen and freeze-dried. 550 mg of expected product 51 (flaky white solid) are obtained.

後処理

  1. temperaturefrozen
  2. customfreeze-dried

出典と根拠

ORDレコード
ord-2646850d0e81485e8268cee249ad5258
出典データセット
uspto-grants-2011_08
特許番号
US07994161B2

反応ノート

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