Hydrochloric Acid → Boc-Leu-D-Met-OH

HRID 851307

反応式

HRID 851307 の反応式
[NH2:1][C@@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][S:5][CH3:6].C(=O)(O)[O-].[Na+].[NH:15]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[C@H:16]([C:21](ON1C(=O)CCC1=O)=[O:22])[CH2:17][CH:18]([CH3:20])[CH3:19].Cl>CN(C=O)C.O>[NH:15]([C:31]([O:33][C:34]([CH3:36])([CH3:35])[CH3:37])=[O:32])[C@H:16]([C:21]([NH:1][C@@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][S:5][CH3:6])=[O:22])[CH2:17][CH:18]([CH3:20])[CH3:19]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 84815D-MethionineHCID 516892Sodium BicarbonateHCID 11023929Boc-Leu-OSu

生成物 1

HCID 93518256Boc-Leu-D-Met-OH収率 47%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

D-Met-OH (1.4 g, 10 mM) and sodium bicarbonate (1.68 g, 20 mM) were added to a mixture of water (15 ml) and DMF (5 ml). Boc-Leu-OSu (3.28 g, 10 mM) in DMF (30 ml) was added thereto and the mixture was stirred overnight at room temperature. After cooling to 0° C., the pH was adjusted to pH 6.5 with 1 N-HCl and the solution was concentrated in vacuo. The residue was dissolved in ethyl acetate-1 N-HCl (50 ml-50 ml). The ethyl acetate layer was washed with water, dried by adding sodium sulfate and ethyl acetate was distilled off. The residue was charged on a column of silica gel (100 g) and eluted with benzene-ethyl acetate (1:1) to obtain Boc-Leu-D-Met-OH (1.6 g).

後処理

  1. temperatureAfter cooling to 0° C.
  2. concentrationthe solution was concentrated in vacuo
  3. dissolutionThe residue was dissolved in ethyl acetate-1 N-HCl (50 ml-50 ml)
  4. washThe ethyl acetate layer was washed with water
  5. customdried
  6. additionby adding sodium sulfate and ethyl acetate
  7. distillationwas distilled off
  8. additionThe residue was charged on a column of silica gel (100 g)
  9. washeluted with benzene-ethyl acetate (1:1)

出典と根拠

ORDレコード
ord-740138d34dbf47a0bf56e887759a55f0
出典データセット
uspto-grants-1983_05
特許番号
US04384041

関連ノート

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