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1,2-Dichloroethane → 2-Deoxyglucose

HRID 1434490
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HRID 1434490 반응식
[OH-].[Na+].C1C(=O)N(O)C(=O)C1S([O-])(=O)=O.[Na+].C(Cl)CCl.Cl.[OH:21][CH:22]1[O:30][C@H:29]([CH2:31][OH:32])[C@@H:27]([OH:28])[C@H:25]([OH:26])[C@H:23]1N>O>[O:21]=[CH:22][CH2:23][C@H:25]([C@@H:27]([C@@H:29]([CH2:31][OH:32])[OH:30])[OH:28])[OH:26]
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참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 14798Sodium HydroxideHCID 2723635(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochlorideHCID 3520574n-hydroxysulfosuccinimide sodium salt

생성물 1

HCID 1082232-Deoxyglucose

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Sodium hydroxide (1N, 1 ml) was added to a stirred solution of EC (110 mg, 0.41 mmol) in water (5 ml). To this colorless solution, sulfo-NHS (241.6 mg, 1.12 mmol) and EDC (218.8 mg, 1.15 mmol) were added. D-Glucosamine hydrochloride salt (356.8 mg, 1.65 mmol) was then added. The mixture was stirred at room temperature for 24 hours. The mixture was dialyzed for 48 hours using Spectra/POR molecular porous membrane with cut-off at 500 (Spectrum Medical Industries Inc., Houston, Tex.). After dialysis, the product was frozen dried using lyophilizer (Labconco, Kansas City, Mo.). The product in the salt form weighed 568.8 mg. The synthetic scheme is shown in FIG. 59. The structure was confirmed by mass spectrometry (FIG. 60) and proton NMR (FIGS. 61 and 62). Radiochemical purity of 99mTc-EC-DG was 100% as determined by radio-TLC (FIG. 63) and HPLC (FIGS. 64 and 65) analysis.

후처리

  1. customThe mixture was dialyzed for 48 hours
  2. customAfter dialysis
  3. temperaturethe product was frozen
  4. customdried

출처 및 근거

ORD 기록
ord-5b7d251d8fb24b458f7371290328ec1c
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07615208B2

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