Triphenylphosphine → (S)-3-Allyloxy-2-tert-butoxycarbonylamino-propionic acid methyl ester

HRID 72311

反応式

HRID 72311 の反応式
[CH3:1][O:2][C:3](=[O:15])[C@H:4]([CH2:13][OH:14])[NH:5][C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].[C:16]1(P(C2C=CC=CC=2)C2C=CC=CC=2)[CH:21]=CC=C[CH:17]=1.C(=O)(OCC)OCC=C>C1COCC1>[CH3:1][O:2][C:3](=[O:15])[C@H:4]([CH2:13][O:14][CH2:21][CH:16]=[CH2:17])[NH:5][C:6]([O:8][C:9]([CH3:12])([CH3:10])[CH3:11])=[O:7]

参加物

5

反応物 3

HCID 11776TriphenylphosphineHCID 137020Allylethyl carbonateHCID 7019177N-Boc-L-serine methyl ester

生成物 1

HCID 57846413(S)-3-Allyloxy-2-tert-butoxycarbonylamino-propionic acid methyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred solution of N-Boc-L-serine methyl ester (0.22 g, 1 mmol, 1 eq) in dry THF (2 ml) under N2 a mixture of π-allylpalladium chloride dimer (0.01 g, 0.02 mmol), triphenylphosphine (0.024 g, 0.09 mmol) and allyl ethyl carbonate (0.26 ml, 2 mmol, 2 eq) in dry THF (1 ml) was dropwise added at room temperature.

後処理

  1. additionwas dropwise added at room temperature

出典と根拠

ORDレコード
ord-2ad440300b5f4965ba47b3cbece4a467
出典データセット
uspto-grants-2014_09
特許番号
US08828993B2

関連ノート

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