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Tetrabutylammonium Fluoride → (1aR,3aR,5R,7aR,15aS,Z)-methyl 5-hydroxy-9-methyl-3,8-dioxo-1a,2,3,3a,4,5,6,7,7a,8,9,10,11,12,13,15a-hexadecahydro-1H-benzo[c]cyclopropa[g][1,6]diazacyclotetradecine-1a-carboxylate

HRID 926009
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인쇄 미리보기

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HRID 926009 반응식
[Si]([O:18][C@@H:19]1[CH2:44][CH2:43][C@H:22]2[C:23](=[O:42])[N:24]([CH3:41])[CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=[CH:30][C@@H:31]3[CH2:36][C@@:32]3([C:37]([O:39][CH3:40])=[O:38])[NH:33][C:34](=[O:35])[C@@H:21]2[CH2:20]1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[OH:18][C@@H:19]1[CH2:44][CH2:43][C@H:22]2[C:23](=[O:42])[N:24]([CH3:41])[CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=[CH:30][C@@H:31]3[CH2:36][C@@:32]3([C:37]([O:39][CH3:40])=[O:38])[NH:33][C:34](=[O:35])[C@@H:21]2[CH2:20]1
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참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 131735010(1aR,3aR,5R,7aR,15aS,Z)-methyl 5-(tert-butyldiphenylsilyloxy)-9-methyl-3,8-dioxo-1a,2,3,3a,4,5,6,7,7a,8,9,10,11,12,13,15a-hexadecahydro-1H-benzo[c]cyclopropa[g][1,6]diazacyclotetradecine-1a-carboxylate

생성물 1

HCID 69915043(1aR,3aR,5R,7aR,15aS,Z)-methyl 5-hydroxy-9-methyl-3,8-dioxo-1a,2,3,3a,4,5,6,7,7a,8,9,10,11,12,13,15a-hexadecahydro-1H-benzo[c]cyclopropa[g][1,6]diazacyclotetradecine-1a-carboxylate

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

To a solution of compound 42 (0.6 mmol) in dry THF (12 mL) was added dropwise a solution of tetrabutylammonium fluoride (1M in THF, 12 mL). The reaction was stirred at room temperature overnight, and then concentrated. The residue was dissolved in MeOH and purified by semi preparative HPLC (RP18) to yield compound 43, which was used without further purification directly in the next step. MS (ESI, EI+): m/z=379 (MH+).

후처리

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in MeOH
  3. custompurified by semi preparative HPLC (RP18)

출처 및 근거

ORD 기록
ord-eb5f664767214c3197153e4dbb6ab6ee
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09284307B2

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