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Triethylamine → HCID 178523565, 화합물

HRID 2116442
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HRID 2116442 반응식
N1C=CC=CC=1S[S:8][CH2:9][CH2:10][NH:11][C:12]([C:14]1[CH-:15][CH:16]=[CH:17][CH:18]=1)=[O:13].[CH-:19]1[CH:23]=[CH:22][CH:21]=[CH:20]1.[Fe+2:24].C(S)[C@@H](O)[C@H](O)CS.CCN(CC)CC>CO>[SH:8][CH2:9][CH2:10][NH:11][C:12]([C:14]1[CH-:18][CH:17]=[CH:16][CH:15]=1)=[O:13].[CH-:19]1[CH:23]=[CH:22][CH:21]=[CH:20]1.[Fe+2:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 446094D-1,4-DithiothreitolHCID 178523569HCID 178523569, 화합물

생성물 1

HCID 178523565HCID 178523565, 화합물수율 57%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 12 (113 mg, 0.28 mmol) dissolved in 6 mL of MeOH was added DTT (438 mg, 2.8 mmol) and Et3N (79 mL, 0.57 mmol). The solution was stirred at room temperature for 18 h, followed by evaporation of the solvent. The residue was dissolved in 15 mL of EtOAc and rinsed with H2O (8×15 mL) to remove excess DTT. After drying over MgSO4 and concentrating, the residue was purified by flash chromatography (hexanes/EtOAc, 1:1, v/v) to afford 46 mg (57%) of 13. 1H NMR 400 MHz (CDCl3) d 6.16 (br s, 1 H), 4.66 (t, J=1.8 Hz, 2 H), 4.33 (t, J=1.8 Hz, 2 H), 4.19 (s, 5 H), 3.53 (q, J=6.4 Hz, 2 H), 2.75 (m, 2 H).

후처리

  1. customfollowed by evaporation of the solvent
  2. dissolutionThe residue was dissolved in 15 mL of EtOAc
  3. washrinsed with H2O (8×15 mL)
  4. customto remove excess DTT
  5. dry with materialAfter drying over MgSO4
  6. concentrationconcentrating
  7. customthe residue was purified by flash chromatography (hexanes/EtOAc, 1:1

출처 및 근거

ORD 기록
ord-de16eedc234f497faefc3836a0d315ba
출처 데이터셋
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07439056B2

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