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三苯基膦 → HCID 86661405,化合物

HRID 1908960
笔记
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反应方程式

HRID 1908960 反应方程式
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]
参与物反应条件实验过程后处理来源与证据反应笔记

参与物

8

反应物 4

HCID 11776三苯基膦HCID 24083Sulfuric acid magnesium salt (1:1)HCID 5363146偶氮二甲酸二异丙酯HCID 11616071BOC-L-天冬氨醇-4-叔丁酯

产物 1

HCID 86661405HCID 86661405,化合物收率 73.2%

试剂、催化剂与溶剂 3

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂
HCID 8028四氢呋喃溶剂2 次
HCID 8857乙酸乙酯溶剂

反应条件

温度
0 °C

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-c67559a558e540b7b72ed3374ccc11f6
来源数据集
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
专利号
US08598347B2

反应笔记

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本页导航参与物反应条件实验过程后处理来源与证据反应笔记