Acetic Anhydride → (R)-Benzyl (2,5-dioxotetrahydrofuran-3-yl)carbamate

HRID 1476256

反応式

HRID 1476256 の反応式
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([CH2:16][C:17]([OH:19])=[O:18])[C:13]([OH:15])=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC(=O)C)(=O)C>>[O:15]=[C:13]1[C@H:12]([NH:11][C:9](=[O:10])[O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:16][C:17](=[O:18])[O:19]1

参加物

3

反応物 2

HCID 7918Acetic AnhydrideHCID 5289152(2R)-2-(((benzyloxy)carbonyl)amino)butanedioic acid

生成物 1

HCID 12416472(R)-Benzyl (2,5-dioxotetrahydrofuran-3-yl)carbamate

実験手順

A mixture of (R)-2-(benzyloxycarbonylamino)succinic acid (Aldrich, 30 g, 112.26 mmol) and acetic anhydride (65.7 ml, 696.02 mmol) was stirred overnight at room temperature during which time the reaction mixture became clear. The volatiles were removed under reduced pressure (water bath temperature 65° C.) and the concentrate was azeotroped with toluene (3×50 ml) and obtained the title product after drying for ˜48 hours at 60° C. under high vacuum pump (28.0 g, yield: almost quantitative).

後処理

  1. customThe volatiles were removed under reduced pressure (water bath temperature 65° C.)
  2. customthe concentrate was azeotroped with toluene (3×50 ml)

出典と根拠

ORDレコード
ord-b232a949cecf434984cfd7d79f2f1d8f
出典データセット
uspto-grants-2015_04
特許番号
US09018381B2

関連ノート

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