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Dimethyl Sulfide → HCID 68555151, 화합물

HRID 714145
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HRID 714145 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=1)[C:10](O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].CSC>C1COCC1>[C:1]([O:5][C:6](=[O:7])[NH:8][C@@H:9]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=1)[CH2:10][OH:11])([CH3:4])([CH3:2])[CH3:3]
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참가 물질

4

반응물 2

HCID 1068Dimethyl SulfideHCID 2761816Boc-3-Nitro-L-Phenylalanine

생성물 1

HCID 68555151HCID 68555151, 화합물수율 81%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (S)-2-(tert-butoxycarbonylamino)-3-(3-nitrophenyl)propanoic acid (562 mg, 1.8 mmol) in THF (9 ml) stirred at 0° C. under N2 atmosphere, 10 M solution of BH3.DMS (0.5 ml, 5.27 mmol) was slowly added, after addition was completed the final mixture was warmed to room temperature and stirred for further 6 h. Cooled down to 0° C., quenched with water, diluted with DCM and washed with 10% K2CO3 solution in water; dried over MgSO4, filtered and concentrated to afford 432mg (80% yield) of an oil which was submitted to the next step without further purification. MS: m/z=319.1 (MH+)

후처리

  1. additionafter addition
  2. temperatureCooled down to 0° C.
  3. customquenched with water
  4. additiondiluted with DCM
  5. washwashed with 10% K2CO3 solution in water
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1a74f2590f5b4c3892564808f7b4931b
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09187415B2

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