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1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 86731091, 화합물

HRID 1053680
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HRID 1053680 반응식
Br[C:2]1[CH:3]=[C:4]([C@H:8]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH3:9])[CH:5]=[CH:6][CH:7]=1.CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2.[N:60]1([C:66]([O:68][CH2:69][C:70]2[CH:75]=[CH:74][CH:73]=[CH:72][CH:71]=2)=[O:67])[CH2:65][CH2:64][NH:63][CH2:62][CH2:61]1.CC(C)([O-])C.[Na+]>C1(C)C=CC=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].CCOC(C)=O>[C:13]([O:12][C:11]([NH:10][C@@H:8]([C:4]1[CH:3]=[C:2]([N:63]2[CH2:62][CH2:61][N:60]([C:66]([O:68][CH2:69][C:70]3[CH:75]=[CH:74][CH:73]=[CH:72][CH:71]=3)=[O:67])[CH2:65][CH2:64]2)[CH:7]=[CH:6][CH:5]=1)[CH3:9])=[O:17])([CH3:16])([CH3:15])[CH3:14]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 643495Benzyl piperazine-1-carboxylateHCID 23676156Sodium t-butoxideHCID 679596071,1-Dimethylethyl N-[(1R)-1-(3-bromophenyl)ethyl]carbamate

생성물 1

HCID 86731091HCID 86731091, 화합물수율 96%

시약·촉매·용매 3

HCID 9811564Bis(dibenzylideneacetone)palladium촉매
HCID 1140Toluene용매
HCID 8857Ethyl Acetate용매

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온도
70 °C

실험 절차

To a suspension of Intermediate 10A (50 mg, 0.17 mmol) and Pd2(dba)3 (15 mg, 0.017 mmol) in toluene (2 mL) was added Xantphos (29 mg, 0.050 mmol), benzyl piperazine-1-carboxylate (37 mg, 0.17 mmol), followed by sodium tert-butoxide (48 mg, 0.50 mmol). The reaction mixture was stirred at 70° C. for 16 h, and then filtered. The filtrate was concentrated and purified by flash chromatography using a 15 min gradient from 0 to 100% EtOAc in hexanes to give Intermediate 10B (70 mg, 0.16 mmol, 96% yield). LC-MS (ESI) m/z 440.1 (M+H), RT=2.27 min (Method B).

후처리

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated
  3. custompurified by flash chromatography
  4. waitusing a 15 min

출처 및 근거

ORD 기록
ord-58137b0e9aed42d98a9bd78becf38853
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09394260B2

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