tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate → HCID 69435762、化合物

HRID 346467

反応式

HRID 346467 の反応式
[CH:1]1([Mg]Cl)[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:8]([N:15]1[CH2:21][CH2:20][CH2:19][C@H:16]1[CH:17]=[O:18])([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9]>>[C:8]([N:15]1[CH2:21][CH2:20][CH2:19][C@H:16]1[C:17]([CH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:18])([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9]

参加物

3

反応物 2

HCID 2734674tert-butyl (2S)-2-formylpyrrolidine-1-carboxylateHCID 178478989HCID 178478989、化合物

生成物 1

HCID 69435762HCID 69435762、化合物

実験手順

22.5 ml (45 mmol) 2 M cyclopentylmagnesium chloride (diethyl ether) and 3.0 g (15 mmol) BOC-L-prolinal were allowed to react at −80° C. for 30 min according to procedure F. Yield of crude product 3.37 g. The product was purified with a silica column using 0–4% methanol in dichloromethane as eluent. Yield 3.10 g (11.5 mmol, 77%). The product was oxidized to the corresponding ketone according to procedure G. Yield of crude product 3.12 g. The product was purified with a silica column using 16% ethyl acetate in petroleum ether as eluent. Yield 1.3 g (4.9 mmol, 42%).

後処理

  1. customto react at −80° C. for 30 min
  2. customThe product was purified with a silica column
  3. customThe product was purified with a silica column

出典と根拠

ORDレコード
ord-9d5d11debd744e90a6a28e1a96abcfaa
出典データセット
uspto-grants-2007_02
特許番号
US07173024B2

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