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Lithium hydroxide, monohydrate → 2-(S)-[2-(S)-Allyloxycarbonylamino-3-(4-carbamimidoyl-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester

HRID 1595142
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HRID 1595142 반응식
Cl.C[O:3][C:4](=[O:36])[C@@H:5]([NH:15][C:16](=[O:35])[C@@H:17]([NH:28][C:29]([O:31][CH2:32][CH:33]=[CH2:34])=[O:30])[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25](=[NH:27])[NH2:26])=[CH:21][CH:20]=1)[CH2:6][CH2:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].O.[OH-].[Li+]>O.C1COCC1>[C:11]([O:10][C:8](=[O:9])[CH2:7][CH2:6][C@H:5]([NH:15][C:16](=[O:35])[C@@H:17]([NH:28][C:29]([O:31][CH2:32][CH:33]=[CH2:34])=[O:30])[CH2:18][C:19]1[CH:20]=[CH:21][C:22]([C:25](=[NH:26])[NH2:27])=[CH:23][CH:24]=1)[C:4]([OH:36])=[O:3])([CH3:14])([CH3:12])[CH3:13]
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참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 686148872-(S)-[2-(S)-Allyloxycarbonylamino-3-(4-carbamimidoyl-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester 1-methyl ester hydrochloride

생성물 1

HCID 114429402-(S)-[2-(S)-Allyloxycarbonylamino-3-(4-carbamimidoyl-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester

시약·촉매·용매 2

HCID 962Water용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

To 2-(S)-[2-(S)-allyloxycarbonylamino-3-(4-carbamimidoyl-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester 1-methyl ester hydrochloride (3.06 g, 5.8 mmol) in 100 ml of water and 30 ml of THF was added lithium hydroxide hydrate (0.49 g, 11.6 mmol). The solution was stirred at room temperature for 12 hours, evaporated, and freeze-dried. The residue was purified by chromatography on Sephadex LH20 employing n-butanol/glacial acetic acid/water (17/1/2) as eluent. Pure fractions were combined. The solvent was evaporated, the residue was taken up in water, and the aqueous solution was freeze-dried. Yield: 2.7 g (97%). MS: m/z=477.4 (M+H)+.

후처리

  1. customevaporated
  2. customfreeze-dried
  3. customThe residue was purified by chromatography on Sephadex
  4. customThe solvent was evaporated
  5. customthe aqueous solution was freeze-dried

출처 및 근거

ORD 기록
ord-58ac813d6675430ba77c3bc1b1faaa7e
출처 데이터셋
uspto-grants-2001_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06287794B1

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