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Triphenylphosphine → HCID 86661405、化合物

HRID 1908960
ノート
印刷プレビュー

反応式

HRID 1908960 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C.[C:34]([O:38][C:39]([NH:41][C@H:42]([CH2:51]O)[CH2:43][C:44]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[O:45])=[O:40])([CH3:37])([CH3:36])[CH3:35].S([O-])([O-])(=O)=O.[Mg+2]>O.C(OCC)(=O)C.O1CCCC1>[C:47]([O:46][C:44](=[O:45])[CH2:43][CH:42]1[CH2:51][N@@:41]1[C:39]([O:38][C:34]([CH3:35])([CH3:36])[CH3:37])=[O:40])([CH3:48])([CH3:49])[CH3:50]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 11776TriphenylphosphineHCID 24083Sulfuric acid magnesium salt (1:1)HCID 5363146Diisopropyl azodicarboxylateHCID 11616071(S)-tert-Butyl 3-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate

生成物 1

HCID 86661405HCID 86661405、化合物収率 73.2%

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 8028Tetrahydrofuran溶媒2 回
HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

2.90 g of triphenylphosphine and 15 mL of tetrahydrofuran were added to 100 mL flask and the resulting reaction solution was cooled to 0° C. 2.17 mL of diisopropylazodicarboxylate was dropped while the reaction solution was stirred. After 30 minutes, 10 mL of tetrahydrofuran solution with 1.52 g of (S)-t-butyl 3-(t-butoxycarbonylamino)-4-hydroxybutanoate was dropped and stirred for 16 hours while the reaction temperature was naturally increased to room temperature. After completing the reaction, 40 mL of ethyl acetate and 40 mL of water were added to the reaction solution and then stirred for 10 minutes. An organic layer was isolated, dehydrated with magnesium sulfate, and then concentrated under reduced pressure. A concentrated residue was isolated with column chromatography (n-hexane:ethyl acetate=15:1) and then concentrated under reduced pressure to obtain 1.04 g of a title compound.

後処理

  1. customthe resulting reaction solution
  2. stirringstirred for 16 hours while the reaction temperature
  3. temperaturewas naturally increased to room temperature
  4. additionwere added to the reaction solution
  5. stirringstirred for 10 minutes
  6. customAn organic layer was isolated
  7. concentrationconcentrated under reduced pressure
  8. customA concentrated residue was isolated with column chromatography (n-hexane:ethyl acetate=15:1)
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-c67559a558e540b7b72ed3374ccc11f6
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08598347B2

反応ノート

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