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

HRID 1257638노트

반응식

HRID 1257638 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

HCID 341784361-(Cyanomethyl)-L-proline

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-caf791d9b9814345b34c688557aaf683
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461328B2

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