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Hydrochloric Acid → 3-(3-((((3aR,4R,6R,6aS)-6-(4-((2,4-dimethoxybenzyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methyl)(isobutyl)amino)cyclobutyl)propanoic acid

HRID 511655
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HRID 511655 반응식
O.[OH-].[Li+].[CH3:4][O:5][C:6]1[CH:49]=[C:48]([O:50][CH3:51])[CH:47]=[CH:46][C:7]=1[CH2:8][NH:9][C:10]1[C:11]2[CH:18]=[CH:17][N:16]([C@H:19]3[C@@H:23]4[O:24][C:25]([CH3:28])([CH3:27])[O:26][C@@H:22]4[C@@H:21]([CH2:29][N:30]([CH2:42][CH:43]([CH3:45])[CH3:44])[CH:31]4[CH2:34][CH:33]([CH2:35][CH2:36][C:37]([O:39]CC)=[O:38])[CH2:32]4)[CH2:20]3)[C:12]=2[N:13]=[CH:14][N:15]=1.O1CCCC1.CO.Cl>>[CH3:4][O:5][C:6]1[CH:49]=[C:48]([O:50][CH3:51])[CH:47]=[CH:46][C:7]=1[CH2:8][NH:9][C:10]1[C:11]2[CH:18]=[CH:17][N:16]([C@H:19]3[C@@H:23]4[O:24][C:25]([CH3:27])([CH3:28])[O:26][C@@H:22]4[C@@H:21]([CH2:29][N:30]([CH2:42][CH:43]([CH3:45])[CH3:44])[CH:31]4[CH2:32][CH:33]([CH2:35][CH2:36][C:37]([OH:39])=[O:38])[CH2:34]4)[CH2:20]3)[C:12]=2[N:13]=[CH:14][N:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 313Hydrochloric AcidHCID 887MethanolHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 67774619ethyl 3-(3-((((3aR,4R,6R,6aS)-6-(4-((2,4-dimethoxybenzyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methyl)(isobutyl)amino)cyclobutyl)propanoate

생성물 1

HCID 67775383
3-(3-((((3aR,4R,6R,6aS)-6-(4-((2,4-dimethoxybenzyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methyl)(isobutyl)amino)cyclobutyl)propanoic acid

실험 절차

Lithium hydroxide, monohydrate (1.11 g, 26.4 mmol) was added to a solution ethyl 3-(3-((((3aR,4R,6R,6aS)-6-(4-((2,4-dimethoxybenzyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methyl)(isobutyl)amino)cyclobutyl)propanoate (1.75 g, 2.64 mmol) in Tetrahydrofuran (13 ml, 160 mmol) and Methanol (3 ml, 70 mmol). The reaction was stirred for 24 hours at RT, acidified with 1 N HCl to pH=6, the volatiles removed in vacuo and remaining water removed by azeotropic distillation with ethanol followed by 18 hours on lyophilizer. The resulting off white solid was used without further purification.

후처리

  1. customthe volatiles removed in vacuo
  2. customremoved by azeotropic distillation with ethanol
  3. waitfollowed by 18 hours on lyophilizer
  4. customThe resulting off white solid was used without further purification

출처 및 근거

ORD 기록
ord-a2c07f52601e43aa8343122b8125260f
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096634B2

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