3-Amino-1-propanol → (2-(2-Benzyloxycarbonylamino-ethoxy)-ethyl)-carbamic acid benzyl ester

HRID 1387252노트

반응식

HRID 1387252 반응식
[CH2:1](CO)[CH2:2][NH2:3].[CH2:6]([O:13][C:14]([NH:16][CH2:17][CH2:18][OH:19])=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:20]12([CH2:30]S(O)(=O)=O)C(C)(C)[CH:24]([CH2:25][CH2:26]1)[CH2:23][C:21]2=O.[C:35](=O)([OH:37])[O-:36].[Na+]>O1CCOCC1.CN(C=O)C.CS(C)=O>[CH2:6]([O:13][C:14]([NH:16][CH2:17][CH2:18][O:19][CH2:1][CH2:2][NH:3][C:35]([O:37][CH2:30][C:20]1[CH:21]=[CH:23][CH:24]=[CH:25][CH:26]=1)=[O:36])=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

참가 물질

6

반응물 4

HCID 90863-Amino-1-propanolHCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 280458benzyl N-(2-hydroxyethyl)carbamateHCID 516892Sodium Bicarbonate

생성물 1

HCID 3090849(2-(2-Benzyloxycarbonylamino-ethoxy)-ethyl)-carbamic acid benzyl ester

시약·촉매·용매 1

HCID 86757220HCID 86757220, 화합물용매

실험 절차

The propanolamine compound prepared above (1.0 eq), N-(benzyloxycarbonyl)ethanolamine (25 eq) and camphorsulfonic acid (1.0 eq) are dissolved in a small amount of dioxane-DMF-DMSO (10:2:1) and stirred at room temperature for about 24 hours. The mixture is neutralized by the addition of aqueous sodium bicarbonate and purified by preparative HPLC (C18 “ZORBAX”, step gradient starting at 70/30:H2O/CH3CN/0.1% TFA). The appropriate fractions are combined, frozen and lyophilized to give solid (MW=1621.66).

후처리

  1. custompurified by preparative HPLC (C18 “ZORBAX”, step gradient starting at 70/30:H2O/CH3CN/0.1% TFA)
  2. temperaturefrozen
  3. customto give solid (MW=1621.66)

출처 및 근거

ORD 기록
ord-24f0246d17ef4387b2f4f1c609615fb6
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06268338B1

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