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Dicyclohexylcarbodiimide → HCID 23318057, 화합물

HRID 1981896
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HRID 1981896 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]([C:16]([OH:18])=O)[CH2:10][CH2:11][S:12][CH2:13][CH2:14][NH2:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].OC1CC(=O)NC1=O.C1(N=C=NC2CCCCC2)CCCCC1>CN(C=O)C>[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:10][CH2:11][S:12][CH2:13][CH2:14][NH:15][C:16]1=[O:18])=[O:7])([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 181836963-Hydroxypyrrolidine-2,5-dioneHCID 23318048HCID 23318048, 화합물

생성물 1

HCID 23318057HCID 23318057, 화합물수율 21.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

N-t-Butoxycarbonyl-S-(2-aminoethyl)-D,L-homocysteine (0.1 g) and hydroxysuccinimide (0.044 g) are dissolved in 4 ml of DMF. Dicyclohexylcarbodiimide (0.086 g) in 1 ml of DMF is added dropwise. After 4 days at room temperature, the reaction mixture is filtered, and then lyophilized. The residue is taken up in methylene chloride. Again insoluble white solid is removed by filtration. The crude product is chromatographed on silica gel (20:1 chloroform-methanol) to afford the product as a white solid (0.02 g). The NMR spectrum (in MeOH-d4) shows a multiplet between 4.4 and 4.8, a multiplet between 3.2 and 3.4, complex absorptions between 2.2 and 2.7, and between 1.5 and 1.9, and a singlet at 1.2.

후처리

  1. filtrationthe reaction mixture is filtered
  2. customAgain insoluble white solid is removed by filtration
  3. customThe crude product is chromatographed on silica gel (20:1 chloroform-methanol)

출처 및 근거

ORD 기록
ord-c2000fb6a25d4a96941c8bd04759dca9
출처 데이터셋
uspto-grants-1986_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04594341

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