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Hydrochloric Acid → S-[4-(9-Fluorenylmethoxy)-4-oxobutyl]-L-cysteine

HRID 329545
ノート
印刷プレビュー

反応式

HRID 329545 の反応式
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16](=[O:21])[CH2:17][CH2:18][CH2:19]Br)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[NH2:22][C@H:23]([C:26]([OH:28])=[O:27])[CH2:24][SH:25].CCN(C(C)C)C(C)C.Cl>C(O)C.O>[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16](=[O:21])[CH2:17][CH2:18][CH2:19][S:25][CH2:24][C@@H:23]([C:26]([OH:28])=[O:27])[NH2:22])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 5862L-(+)-CysteineHCID 81531DiisopropylethylamineHCID 145062184-Bromobutanoic Acid 9-Fluorenylmethyl Ester

生成物 1

HCID 57303276S-[4-(9-Fluorenylmethoxy)-4-oxobutyl]-L-cysteine収率 37.7%

試薬・触媒・溶媒 1

HCID 19096565
Water ethanol
溶媒

実験手順

The title compound of example 1 (3.0 g, 8.72 mmol) was added to a solution of L-cysteine (1.0 g, 8.26 mmol) and DIEA (4.4 mL, 24.7 mmol) in EtOH-H2O (1:1, 100 mL). The resulting heterogeneous mixture was stirred vigorously at room temperature (20°-22° C.) for 18 h. The mixture was rendered acidic by the addition of 1N HCl (ph=6). The solid in the reaction mixture was collected on a filter and washed with H2O and EtOH. A suspension of the solid in EtOH (70 mL) was heated with stirring then allowed to cool. The solid in the suspension was collected on a filter, washed with EtOH, Et2O and dried to give the title compound (1.2 g).

後処理

  1. customThe solid in the reaction mixture was collected on
  2. filtrationa filter
  3. washwashed with H2O and EtOH
  4. additionA suspension of the solid in EtOH (70 mL)
  5. temperaturewas heated
  6. stirringwith stirring
  7. temperatureto cool
  8. customThe solid in the suspension was collected on a filter
  9. washwashed with EtOH, Et2O
  10. customdried

出典と根拠

ORDレコード
ord-adce63b78ad74900b8368867dc397e00
出典データセット
uspto-grants-1990_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04891358

反応ノート

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