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Trifluoroacetic acid → An inositol

HRID 1251622
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HRID 1251622 반응식
C[C@H]1O[C@H]([O:8][CH:9]2[C@@H:14]([OH:15])[C@@H:13]([OH:16])[CH:12]([OH:17])[C@H:11]([OH:18])[C@H:10]2[OH:19])[C@@H](N)C[C@@H]1N=C(N)C(O)=O.Cl.FC(F)(F)C(O)=O.[Mn]([O-])(=O)(=O)=O.[K+].C[C@H]1O[C@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]2O)[C@@H](N)C[C@@H]1NC(C(O)=O)=N>O.C(O)(=O)C>[CH:9]1([OH:8])[CH:10]([OH:19])[CH:11]([OH:18])[CH:12]([OH:17])[CH:13]([OH:16])[CH:14]1[OH:15]
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참가 물질

7

반응물 4

HCID 6422Trifluoroacetic acidHCID 88045Kasugamycin hydrochlorideHCID 516875Potassium PermanganateHCID 178461616HCID 178461616, 화합물

생성물 1

HCID 892An inositol수율 20%

시약·촉매·용매 2

HCID 176
Acetic Acid
용매
HCID 962Water용매

반응 조건

온도
75 °C

실험 절차

Kasugamycin hydrochloride (1 g) and 2N trifluoroacetic acid (5 mL) were combined and heated 4 h at 75° C., after which time silica gel TLC (solvent-butanol:acetic acid:water, 2:1:1; Visualization with potassium permanganate stain showed kasugamycin was still present. The solution was concentrated in vacuo. The hydrolysis product was purified in the usual manner using ion exchange resins and charcoal. D-chiro-inositol was obtained in 20% yield.

후처리

  1. concentrationThe solution was concentrated in vacuo
  2. customThe hydrolysis product was purified in the usual manner

출처 및 근거

ORD 기록
ord-22c68d8a58114f49bdd71a6662b758c7
출처 데이터셋
uspto-grants-2002_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06342645B2

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