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Lithium borohydride → HCID 178447299, 화합물

HRID 1609194
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HRID 1609194 반응식
C[O:2][C:3](=O)[C@H:4]([CH:30]([CH3:32])[CH3:31])[N:5]([C:24](=[O:29])[CH2:25][CH2:26][CH2:27][CH3:28])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]2[NH:23][N:22]=[N:21][N:20]=2)=[CH:9][CH:8]=1.[BH4-].[Li+]>C1COCC1>[OH:2][CH2:3][C@@H:4]([N:5]([C:24](=[O:29])[CH2:25][CH2:26][CH2:27][CH3:28])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]2[NH:23][N:22]=[N:21][N:20]=2)=[CH:11][CH:12]=1)[CH:30]([CH3:32])[CH3:31]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4148881Lithium borohydrideHCID 178447304HCID 178447304, 화합물

생성물 1

HCID 178447299HCID 178447299, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

0.8 g of N-valeryl-N-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]-(L)-valine methyl ester is dissolved in 30 ml of THF, treated at 5° C. with 83 mg of lithium borohydride and stirred at room temperature for 24 h. The reaction mixture is then concentrated, treated with water and adjusted to pH 2 with hydrochloric acid, a white precipitate forming. The mixture is extracted with ethyl acetate, washed with water and brine, dried and finally separated by means of flash chromatography (CH2Cl2 -MeOH 5:1). FAB-MS: m/e=422 (M+H)+.

후처리

  1. concentrationThe reaction mixture is then concentrated
  2. additiontreated with water
  3. customa white precipitate forming
  4. extractionThe mixture is extracted with ethyl acetate
  5. washwashed with water and brine
  6. customdried
  7. customfinally separated by means of flash chromatography (CH2Cl2 -MeOH 5:1)

출처 및 근거

ORD 기록
ord-5ab661b10dc244f09f1445c57d533084
출처 데이터셋
uspto-grants-1995_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05399578

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