Di-tert-butyl glutamate hydrochloride → HCID 68695638, 화합물

HRID 629668

반응식

HRID 629668 반응식
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=O)=[C:11]([N+:18]([O-:20])=[O:19])[CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C[N+:22](C)=C(N(C)C)ON1C2C=CC=CC=2N=N1.F[P-](F)(F)(F)(F)F.Cl.[C:46]([O:50][C:51](=[O:63])[C@H:52]([CH2:54][CH2:55][C:56]([O:58][C:59]([CH3:62])([CH3:61])[CH3:60])=[O:57])[NH2:53])([CH3:49])([CH3:48])[CH3:47]>ClCCl.C(N(CC)CC)C>[C:1]([O:5][C:6]([NH:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([NH:22][NH:53][C@H:52]([C:51]([O:50][C:46]([CH3:48])([CH3:49])[CH3:47])=[O:63])[CH2:54][CH2:55][C:56]([O:58][C:59]([CH3:62])([CH3:61])[CH3:60])=[O:57])=[O:15])=[C:11]([N+:18]([O-:20])=[O:19])[CH:10]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

참가 물질

6

반응물 3

HCID 208636Di-tert-butyl glutamate hydrochlorideHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 21951876HCID 21951876, 화합물

생성물 1

HCID 68695638HCID 68695638, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8471Triethylamine용매

실험 절차

To a mixture of 4-(tert-butoxycarbonylamino)-2-nitrobenzoic acid in 60 ml of dichloromethane were added 4.8 g of N,N,N′,N′-tetramethyl-O-(1H-benzotriazol-1-yl)-uronium-hexafluorophosphate. After stirring for 15 min. a mixture of 3.8 g of L-glutamic acid-di tert.-butylester hydrochloride in 60 ml dichloromethane and 3 ml triethylamine was added dropwise. After stirring for 20 hours at room temperature, the mixture was filtered and the filtrate was washed five times with 10% aqueous citric acid, four times with 5% aqueous sodium carbonate solution and two times with water. The organic layer was dried over magnesium sulphate and concentrated in vacuum to give 6.3 g of di-tert-butyl N-(4-(tert-butoxycarbonylamino)-2-nitrobenzamido)-L-glutamate as a yellow foam. This was directly used in example 3.

후처리

  1. additionwas added dropwise
  2. stirringAfter stirring for 20 hours at room temperature
  3. filtrationthe mixture was filtered
  4. washthe filtrate was washed five times with 10% aqueous citric acid, four times with 5% aqueous sodium carbonate solution and two times with water
  5. dry with materialThe organic layer was dried over magnesium sulphate
  6. concentrationconcentrated in vacuum

출처 및 근거

ORD 기록
ord-5050c73064234dc0801cc0c6f60729b4
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315506B2

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