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Di-tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-(4-hydroxybenzyl)hexanedioate → (2S)-2-amino-5-(4-hydroxybenzyl)hexanedioic acid

HRID 591318
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인쇄 미리보기

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HRID 591318 반응식
C([O:5][C:6](=[O:34])[C@@H:7]([NH:26]C(OC(C)(C)C)=O)[CH2:8][CH2:9][CH:10]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=1)[C:11]([O:13]C(C)(C)C)=[O:12])(C)(C)C>C(O)=O>[NH2:26][C@@H:7]([CH2:8][CH2:9][CH:10]([CH2:18][C:19]1[CH:20]=[CH:21][C:22]([OH:25])=[CH:23][CH:24]=1)[C:11]([OH:13])=[O:12])[C:6]([OH:34])=[O:5]
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참가 물질

3

반응물 1

HCID 70957101Di-tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-(4-hydroxybenzyl)hexanedioate

생성물 1

HCID 70977373(2S)-2-amino-5-(4-hydroxybenzyl)hexanedioic acid수율 87.9%

시약·촉매·용매 1

HCID 284Formic Acid용매

반응 조건

온도
63 °C

실험 절차

(2S)-2-tert.-Butoxycarbonylamino-5-(4-hydroxy-benzyl)-hexanedioic acid di-tert.-butyl ester (159 mg, 332 μmol) was solved in formic acid (20 ml) and the solution was stirred at 63° C. for one hour. The solvent was removed under reduced pressure and the residue was taken up in methanol and concentrated and dried in vacuo. The product was taken up in water and lyophilized to yield 78 mg (79%) of the title compound (contains 0.4 eq formic acid and traces of methanol).

후처리

  1. customThe solvent was removed under reduced pressure
  2. concentrationconcentrated
  3. customdried in vacuo

출처 및 근거

ORD 기록
ord-d57c5b6029244fe98c3f0b2c1b1d6630
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238631B2

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