Trifluoroacetic acid → (2R)-3-benzyloxy-2-aminopropanoic acid methyl ester

HRID 989519

反応式

HRID 989519 の反応式
[CH3:1][O:2][C:3](=[O:22])[C@@H:4]([CH2:13][O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[NH:5]C(OC(C)(C)C)=O.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O.C(=O)(O)[O-].[Na+]>ClCCl>[CH3:1][O:2][C:3](=[O:22])[C@@H:4]([CH2:13][O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[NH2:5]

参加物

6

反応物 4

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 516892Sodium BicarbonateHCID 54103156methyl (2R)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoate

生成物 1

HCID 13635389(2R)-3-benzyloxy-2-aminopropanoic acid methyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of tert-butyloxycarbonyl-O-benzyl-D-serine methyl ester (BF8-EZ0-275) (5.0 g, 16 mmol) stirring in dichloromethane (40 mL) and anisole (1 mL) at 0° C. was added trifluoroacetic acid (10 mL). After 4 h at room temperature, a saturated aqueous solution of sodium bicarbonate was added and the resulting mixture extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over sodium sufate, and concentrated. The crude product was used in the next step without further purification.

後処理

  1. extractionthe resulting mixture extracted with ethyl acetate
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over sodium sufate
  4. concentrationconcentrated
  5. customThe crude product was used in the next step without further purification

出典と根拠

ORDレコード
ord-11cb1c7d66fa4500a13e01441aaea8c8
出典データセット
uspto-grants-2003_10
特許番号
US06639076B1

関連ノート

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