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Diisopropylethylamine → HCID 57495554, 화합물

HRID 1092347
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HRID 1092347 반응식
[NH2:1][C:2]1([CH2:7][NH:8][CH:9]2[CH:16]3[CH2:17][C:12]4([OH:20])[CH2:13][C:14]([OH:19])([CH2:18][CH:10]2[CH2:11]4)[CH2:15]3)[CH2:6][CH2:5][CH2:4][CH2:3]1.C(N(CC)C(C)C)(C)C.Cl[C:31](Cl)([O:33]C(=O)OC(Cl)(Cl)Cl)Cl.C([O-])(O)=O.[Na+]>C(Cl)Cl.C1COCC1>[OH:19][C:14]12[CH2:15][CH:16]3[CH2:17][C:12]([OH:20])([CH2:11][CH:10]([CH:9]3[N:8]3[CH2:7][C:2]4([CH2:6][CH2:5][CH2:4][CH2:3]4)[NH:1][C:31]3=[O:33])[CH2:18]1)[CH2:13]2
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참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 516892Sodium BicarbonateHCID 57495632HCID 57495632, 화합물

생성물 1

HCID 57495554HCID 57495554, 화합물수율 107.6%

시약·촉매·용매 2

HCID 6344Dichloromethane용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

To a mixture of 6-[(1-amino-cyclopentylmethyl)-amino]-adamantane-1,3-diol (250 mg, obtained in examples 122, step B) and N,N-diisopropylethylamine (0.62 ml) in CH2Cl2 (3.0 ml), a solution of triphosgene (90 mg) in THF (1 ml) was added dropwise at room temperature. The mixture was stirred at room temperature for 2 hr. The mixture was poured into saturated NaHCO3 solution, and extracted with AcOEt. The organic layer was washed with brine, dried over MgSO4 and evaporated. The residue was triturated with CH2Cl2 to obtain the title compound (100 mg, 37%) as a white solid. MS (ESI): 307.1 (MH+).

후처리

  1. extractionextracted with AcOEt
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. customevaporated
  5. customThe residue was triturated with CH2Cl2

출처 및 근거

ORD 기록
ord-773ad85d017f47a896d4eb0872ef500d
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08129423B2

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