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Potassium Carbonate → tert-butyl (3S)-3-ethynylpiperidine-1-carboxylate

HRID 1465682
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HRID 1465682 반응식
[CH:1]([C@@H:3]1[CH2:8][CH2:7][CH2:6][N:5]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:4]1)=O.[N+](=[C:18](P(=O)(OC)OC)C(=O)C)=[N-].C([O-])([O-])=O.[K+].[K+]>CO>[C:1]([C@@H:3]1[CH2:8][CH2:7][CH2:6][N:5]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:4]1)#[CH:18]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 42325667tert-Butyl (3R)-3-formylpiperidine-1-carboxylateHCID 136023029(1E)-1-diazo-1-dimethoxyphosphorylpropan-2-one

생성물 1

HCID 52420760tert-butyl (3S)-3-ethynylpiperidine-1-carboxylate

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C
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실험 절차

To crude (R)-tert-butyl 3-formylpiperidine-1-carboxylate in MeOH (20 mL) was added dimethyl 1-diazo-2-oxopropylphosphonate (1.28 g, 5.6 mmol), cooled to 0° C. and then added K2CO3 (2.56 g, 18.6 mmol), followed by MS, TLC. Added water (60 mL), extracted with EtOAc (3×50 mL), organic layer were evaporated and dried to give the desired product (S)-tert-butyl 3-ethynylpiperidine-1-carboxylate (0.86 g).

후처리

  1. extractionAdded water (60 mL), extracted with EtOAc (3×50 mL), organic layer
  2. customwere evaporated
  3. customdried

출처 및 근거

ORD 기록
ord-439e4a2809d0414295308e1c0b251c21
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08999966B2

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