Lithium Hydroxide → 1-(Cyanomethyl)-L-proline

HRID 1257638ノート

反応式

HRID 1257638 の反応式
C[O:2][C:3]([C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[CH2:10][C:11]#[N:12])=[O:4].[OH-].[Li+]>C1COCC1>[C:11]([CH2:10][N:6]1[CH2:7][CH2:8][CH2:9][C@H:5]1[C:3]([OH:4])=[O:2])#[N:12]

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 30491532Methyl 1-(cyanomethyl)-L-prolinate

生成物 1

HCID 341784361-(Cyanomethyl)-L-proline

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of (S)-1-cyanomethyl-pyrrolidine-2-carboxylic acid methyl ester (100 mg, 0.60 mmol) and lithium hydroxide (16 mg, 0.66 mmol) in THF (2 mL) was stirred at ambient temperature for 16 hours. The reaction mixture was concentrated under vacuum and the resulting residue dissolved in water (5 mL) and neutralized with 1M aqueous HCl. The resulting solution was freeze-dried to afford (S)-1-cyanomethyl-pyrrolidine-2-carboxylic acid. 1H NMR (300 MHz, CDCl3) δ: 3.80 (d, 2H), 3.53 (dd, 1H), 3.25 (m, 1H), 2.85 (m, 1H), 2.40-1.94 (m, 4H).

後処理

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. dissolutionthe resulting residue dissolved in water (5 mL)
  3. customThe resulting solution was freeze-dried

出典と根拠

ORDレコード
ord-caf791d9b9814345b34c688557aaf683
出典データセット
uspto-grants-2013_06
特許番号
US08461328B2

反応ノート

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