Boc-Hyp(Bzl)-OH → HCID 14821719、化合物

HRID 750020ノート

反応式

HRID 750020 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:12][C@H:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][C@H:9]1[C:21](O)=[O:22])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C1COCC1>[C:1]([O:5][C:6]([N:8]1[CH2:12][C@H:11]([O:13][CH2:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:10][C@H:9]1[CH2:21][OH:22])=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

3

反応物 1

HCID 11860409Boc-Hyp(Bzl)-OH

生成物 1

HCID 14821719HCID 14821719、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

(2S,4R)-4-Benzyloxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester (960 mg, 3 mmol) in THF (5 mL) was cooled to 0° C. using ice-water bath. Then 1M solution of BH3 (6 mL, 6 mmol) in THF was added under nitrogen over period of 30 min. Reaction was stirred at 0° C. for 2 h and at rt for another 1 h. Reaction mixture was poured over ice water and product was extracted with EtOAc. Organic layers were combined, washed with water, brine, saturated sodium bicarbonate, dried over anhydrous MgSO4 and concentrated to give the crude product. It was used in next step without purification (900 mg, 97%).

後処理

  1. customReaction
  2. customReaction mixture
  3. extractionwas extracted with EtOAc
  4. washwashed with water, brine, saturated sodium bicarbonate
  5. dry with materialdried over anhydrous MgSO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-6bdf0c42d0a44e28953361f68bf2ebe3
出典データセット
uspto-grants-2008_07
特許番号
US07402684B2

反応ノート

読み込み中…