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Diisopropylethylamine → HCID 86680329、化合物

HRID 2360707
ノート
印刷プレビュー

反応式

HRID 2360707 の反応式
C([NH:8][C@H:9]([C:11](O)=O)[CH3:10])(OC(C)(C)C)=O.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.CO[C:49](=O)[C@H:50]([NH:53][CH2:54][C:55]1[CH:60]=[CH:59][C:58]([O:61][CH3:62])=[CH:57][CH:56]=1)[CH2:51][CH3:52]>CN(C=O)C.O>[CH2:51]([C@@H:50]1[CH2:49][NH:8][C@@H:9]([CH3:11])[CH2:10][N:53]1[CH2:54][C:55]1[CH:60]=[CH:59][C:58]([O:61][CH3:62])=[CH:57][CH:56]=1)[CH3:52]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 81531Diisopropylethylamine2 回HCID 85082Tert-butoxycarbonylalanineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)2 回HCID 86680330(R)-2-(4-Methoxy-benzylamino)-butyric acid methyl ester

生成物 1

HCID 86680329HCID 86680329、化合物収率 145.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3.99 g of Boc-L-alanine in 50 ml of DMF were added 12.02 g of HATU, 4.3 ml of Hünig's base and 5.00 g (R)-2-(4-Methoxy-benzylamino)-butyric acid methyl ester. The reaction was stirred overnight, and 6.01 g of HATU and 2.1 ml of Hünig's base were added, and the reaction was stirred for 24 h at r.t. and then for 4 h at 50° C. The reaction was poured unto water, the layers were separated and the aqueous phase was extracted with EtOAc twice. The combined organic layers war washed with 10% aqueous citric acid twice, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica, heptane/EtOAc) to obtain 7.60 g (88%) of the title compound.

後処理

  1. stirringthe reaction was stirred for 24 h at r.t.
  2. waitfor 4 h at 50° C
  3. customthe layers were separated
  4. extractionthe aqueous phase was extracted with EtOAc twice
  5. washThe combined organic layers war washed with 10% aqueous citric acid twice
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe residue was purified by flash chromatography (silica, heptane/EtOAc)

出典と根拠

ORDレコード
ord-98d900e33a76413f839c554af2849a07
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08686150B2

反応ノート

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