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Tetrahydrofuran → (S)-4-(t-Butyldimethylsilyloxy)pyrrolidin-2-one

HRID 1632096
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HRID 1632096 반응식
[C:1]([Si:5]([CH3:32])([CH3:31])[O:6][C@@H:7]1[CH2:11][N:10](CC2C=C(C3C=CC=C([N+]([O-])=O)C=3)C(OC)=CC=2)[C:9](=[O:30])[CH2:8]1)([CH3:4])([CH3:3])[CH3:2].C1COCC1.[H-].[Na+]>O>[C:1]([Si:5]([CH3:32])([CH3:31])[O:6][C@@H:7]1[CH2:11][NH:10][C:9](=[O:30])[CH2:8]1)([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 58019967(S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(6-methoxy-3'-nitro-biphenyl-3-ylmethyl)-pyrrolidin-2-one

생성물 1

HCID 11074789(S)-4-(t-Butyldimethylsilyloxy)pyrrolidin-2-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Synthesis of ((S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(6-methoxy-3′-nitro-biphenyl-3-ylmethyl)-pyrrolidin-2-one (I-213). Into a 250 mL round-bottomed flask with a stir bar was added I-212 (2.57 g, 11.95 mmol), THF (150 mL), and the solution was cooled to 0° C. NaH (0.56 g, 14.12 mmol) was added and the suspension was stirred at room temperature for 30 minutes. To this, I-70 (3.50 g, 10.86 mmol) was added and the reaction was stirred for 20 hours at room temperature after which time 50 mL of water was added and the product was extracted with ethyl acetate. The organics were concentrated to yield 8.9 g of I-213, which was used as is in the next reaction.

후처리

  1. additionInto a 250 mL round-bottomed flask with a stir bar was added
  2. additionTo this, I-70 (3.50 g, 10.86 mmol) was added
  3. additionwas added
  4. extractionthe product was extracted with ethyl acetate
  5. concentrationThe organics were concentrated
  6. customto yield 8.9 g of I-213, which
  7. customas is in the next reaction

출처 및 근거

ORD 기록
ord-c1d75640d30b47caaa676d0b7f2aad6b
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08791267B2

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