Beta-Alanine → HCID 14562633、化合物

HRID 358911ノート

反応式

HRID 358911 の反応式
[NH:1]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C@H:2]([C:7]([O:9]N1C(=O)CCC1=O)=O)[CH2:3][CH:4]([CH3:6])[CH3:5].C([O-])([O-])=O.[Na+].[Na+].[NH2:30][CH2:31][CH2:32][C:33]([OH:35])=[O:34]>O1CCCC1>[C:20]([O:19][C:17]([NH:1][C@H:2]([C:7]([NH:30][CH2:31][CH2:32][C:33]([OH:35])=[O:34])=[O:9])[CH2:3][CH:4]([CH3:5])[CH3:6])=[O:18])([CH3:21])([CH3:22])[CH3:23]

参加物

5

反応物 3

HCID 239Beta-AlanineHCID 10340Sodium CarbonateHCID 11023929Boc-Leu-OSu

生成物 1

HCID 14562633HCID 14562633、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Boc-L-Leu-OSu (5 g, 15.24 mmol) was dissolved in a solution (200 ml) containing equal volumes of tetrahydrofuran and 5% Na2CO3. β-Alanine (2.71 g, 30.48 mmol) was added and the reaction mixture was stirred at room temperature for 4 hours. The organic solvent was removed in vacuo and the resulting aqueous solution was washed with diethyl ether (2×50 ml). On acidification with 5% NaHSO4, the product precipitated and was extracted into ethyl acetate (150 ml). The organic layer was washed with brine and dried over magnesium sulphate. On reduction to dryness, Boc-Leu-β-Ala was initially obtained as a clear oil but on standing at -20° C., formed an amorphous solid. The product was judged homogeneous by tlc in chloroform/methanol (4:1) (Rf 0.514) or chloroform/methanol (1:1) (Rf 0.554). Yield 2.89 g (63%), m.p. 91°-92° C. (Found: C, 55.61; H, 8.61; N, 9.29. C14H26O5N2 requires C, 55.63; H, 8.61; N, 9.27%).

後処理

  1. customThe organic solvent was removed in vacuo
  2. washthe resulting aqueous solution was washed with diethyl ether (2×50 ml)
  3. customOn acidification with 5% NaHSO4, the product precipitated
  4. extractionwas extracted into ethyl acetate (150 ml)
  5. washThe organic layer was washed with brine
  6. dry with materialdried over magnesium sulphate

出典と根拠

ORDレコード
ord-82b45e7055904f02b365e821adf44cfe
出典データセット
uspto-grants-1991_03
特許番号
US04997950

反応ノート

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