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Sodium Iodide → (1S)-1-Methyl-2-oxo-2-tetrahydro-1-H-1-pyrrolylethyl N-allylhexahydro-2-pyridinecarboxylate

HRID 391257
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HRID 391257 반응식
Br[CH:2]([CH2:15][CH2:16][CH2:17][CH2:18]Br)[C:3]([O:5][CH:6]([CH3:14])[C:7](=[O:13])[N:8]1[CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:4].[Na+].[I-].C(N(CC)CC)C.Cl.[CH2:30]([NH2:33])[CH:31]=[CH2:32]>O1CCCC1>[CH2:30]([N:33]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:2]1[C:3]([O:5][C@@H:6]([CH3:14])[C:7](=[O:13])[N:8]1[CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:4])[CH:31]=[CH2:32]
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참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 8471TriethylamineHCID 82291Allylamine hydrochlorideHCID 767662601-methyl-2-oxo-2-tetrahydro-1-H-1-pyrrolylethyl 2,6-dibromohexanoate

생성물 1

HCID 86655162(1S)-1-Methyl-2-oxo-2-tetrahydro-1-H-1-pyrrolylethyl N-allylhexahydro-2-pyridinecarboxylate

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매
2회

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온도
20 °C

실험 절차

TO 1-methyl-2-oxo-2-tetrahydro-1-H-1-pyrrolylethyl 2,6-dibromohexanoate (295 mg, 0.75 mmol), NaI (225 mg, 1.5 mmol), triethylamine (303 mg, 3.0 mmol) and tetrahydrofuran (4 mL) were added. Subsequently, allylamine hydrochloride (84.2 mg, 0.9 mmol) and tetrahydrofuran (4 mL) were added thereto. The mixture was stirred at 20° C. for 4 hours and then at 40° C. for 15 hours. It was confirmed with NMR analysis of the reaction solution that the conversion ratio was 100% and the diastereo ratio was 75:25.

후처리

  1. waitat 40° C. for 15 hours

출처 및 근거

ORD 기록
ord-ef646b110d554b858846bec6ad6d70a6
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08383833B2

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