Hydrochloric Acid → 10-[2-Hydroxy-3-(4-(2-carboxy-1-oxa-ethyl)-phenoxy)-propyl]-1,4,7-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecane

HRID 362748

반응식

HRID 362748 반응식
[C:1]([CH2:4][N:5]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12][N:11]([CH2:17][C:18]([OH:20])=[O:19])[CH2:10][CH2:9][N:8]([CH2:21][C:22]([OH:24])=[O:23])[CH2:7][CH2:6]1)([OH:3])=[O:2].[O:25]1[CH2:42][CH:26]1[CH2:27][O:28][C:29]1[CH:34]=[CH:33][C:32](CCC(OCC)=O)=[CH:31][CH:30]=1.[OH-:43].[K+].Cl>O1CCOCC1.O>[OH:25][CH:26]([CH2:27][O:28][C:29]1[CH:30]=[CH:31][C:32]([O:43][CH2:4][C:1]([OH:3])=[O:2])=[CH:33][CH:34]=1)[CH2:42][N:14]1[CH2:13][CH2:12][N:11]([CH2:17][C:18]([OH:20])=[O:19])[CH2:10][CH2:9][N:8]([CH2:21][C:22]([OH:24])=[O:23])[CH2:7][CH2:6][N:5]([CH2:4][C:1]([OH:3])=[O:2])[CH2:16][CH2:15]1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 1078301,4,7-Tris(carboxymethyl)-1,4,7,10-tetraazacyclododecaneHCID 113796982,3-Epoxy-1-[4-(2-ethoxycarbonylethyl)-phenoxy]-propane

생성물 1

HCID 1501788810-[2-Hydroxy-3-(4-(2-carboxy-1-oxa-ethyl)-phenoxy)-propyl]-1,4,7-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecane

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

10 g (28.87 mmol) of 1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane (-DO3A) and 12.99 g (51.96 mmol) of 2,3-epoxy-l-[4-(2-ethoxycarbonylethyl)-phenoxy]-propane are added in 80 ml of dioxane/60 ml of water and adjusted to pH 13 with 6N potassium hydroxide solution. It is stirred for 12 hours at room temperature. Then, it is refluxed for 2 hours. It is adjusted to pH 7 with 5N hydrochloric acid and evaporated to dryness in a vacuum. The residue is absorptively precipitated in 200 ml of ethanol/50 ml of chloroform at 60° C. The precipitated potassium chloride is filtered off and the filtrate is concentrated by evaporation in a vacuum. The residue is purified on a reversed-phase column (RP-18, washing with water, then elution with tetrahydrofuran/water=2:1). The main fractions are concentrated by evaporation in a vacuum.

후처리

  1. temperatureThen, it is refluxed for 2 hours
  2. customevaporated to dryness in a vacuum
  3. customThe residue is absorptively precipitated in 200 ml of ethanol/50 ml of chloroform at 60° C
  4. filtrationThe precipitated potassium chloride is filtered off
  5. concentrationthe filtrate is concentrated by evaporation in a vacuum
  6. customThe residue is purified on a reversed-phase column (RP-18
  7. washwashing with water
  8. washelution with tetrahydrofuran/water=2:1)
  9. concentrationThe main fractions are concentrated by evaporation in a vacuum

출처 및 근거

ORD 기록
ord-d3bd00ac1efa47a6a14370bd3fa06e21
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05871709

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