Ethyl Acetate → methyl 5-formyl-(R)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-pentanecarboxylate

HRID 703682

반응식

HRID 703682 반응식
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][C@H:8]([CH2:14][CH2:15][CH:16]=C)[CH2:9][C:10](OC)=O.[O:18]=[O+][O-].[H][H].[C:23]([O:26][CH2:27]C)(=[O:25])C>>[CH:16]([CH2:15][CH2:14][C@@H:8]([O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][O:1]1)[CH2:9][CH2:10][C:23]([O:26][CH3:27])=[O:25])=[O:18]

참가 물질

5

반응물 4

HCID 8857Ethyl Acetate2회HCID 24823OzoneHCID 86743990methyl (R)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-6-heptenoateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 86743989methyl 5-formyl-(R)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-pentanecarboxylate

실험 절차

A solution of 2.56 g of methyl (R)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-6-heptenoate in 40 ml of ethyl acetate is treated with ozone at -75° C. After the reaction has finished 0.1 g of Pd-on-carbon is added thereto and the mixture is hydrogenated at room temperature. After the hydrogen uptake has finished one filters off the catalyst, washes with ethyl acetate and evaporates in vacuo. There is obtained crude methyl 5-formyl-(R)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-pentanecarboxylate.

후처리

  1. additionis added
  2. customis hydrogenated at room temperature
  3. customevaporates in vacuo

출처 및 근거

ORD 기록
ord-5d9d0b90eb424adb83865c33781a2d11
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04983746

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