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Dichloromethane → 2,7-Diazaspiro[4.5]decan-1-one

HRID 1639982
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HRID 1639982 반응식
FC(F)(F)C(O)=O.C([NH:27][CH2:28][CH2:29][C:30]1([C:43]([O:45]CC)=O)[CH2:35][CH2:34][CH2:33][N:32](C(OC(C)(C)C)=O)[CH2:31]1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(Cl)Cl.O1CCOCC1.C(N(CC)C(C)C)(C)C>>[C:43]1(=[O:45])[C:30]2([CH2:35][CH2:34][CH2:33][NH:32][CH2:31]2)[CH2:29][CH2:28][NH:27]1
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참가 물질

6

반응물 5

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 312751,4-DioxaneHCID 81531DiisopropylethylamineHCID 667222361-Tert-butyl 3-ethyl 3-[2-(tritylamino)ethyl]piperidine-1,3-dicarboxylate

생성물 1

HCID 231351962,7-Diazaspiro[4.5]decan-1-one

실험 절차

Trifluoroacetic acid (1.0 mL, 0.013 mol) was added to a solution of 1-tert-butyl 3-ethyl 3-[2-(tritylamino)ethyl]piperidine-1,3-dicarboxylate (0.10 g, 0.00018 mol) in methylene chloride (1.0 mL, 0.016 mol) and the mixture was stirred for 1 h at rt to remove the Boc and trityl groups. Then the solvent was removed under vacuum and to the resultant residue was added 1,4-dioxane (3.0 mL, 0.038 mol) followed by N,N-diisopropylethylamine (0.13 mL, 0.00074 mol) and the resultant mixture was stirred at 150° C. (microwave) for 1 h. The solvent from the mixture was removed under vacuum and the crude product was used in the next step without further purification. LC-MS: 155.2 (M+H)+.

후처리

  1. customto remove the Boc and trityl groups
  2. customThen the solvent was removed under vacuum and to the resultant residue
  3. customThe solvent from the mixture was removed under vacuum
  4. customthe crude product was used in the next step without further purification

출처 및 근거

ORD 기록
ord-9456344c1ac24d67bb2ab54c5f6c8342
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08110581B2

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