1,2-Dichloroethane → HCID 86585259、化合物

HRID 1018286ノート

反応式

HRID 1018286 の反応式
C([NH:8][C@H:9]([C:19]([OH:21])=O)[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([I:18])[CH:12]=1)(OC(C)(C)C)=O.[C:22](OC(=O)C)(=[O:24])C.[CH2:29](Cl)[CH2:30]Cl.C1C=CC2N([OH:42])N=NC=2C=1.[NH3:43].C(O)(=O)[CH2:45][C:46]([CH2:51]C(O)=O)([C:48](O)=O)[OH:47]>N1C=CC=CC=1.CN(C1C=CN=CC=1)C.CC(O)C>[C:22]([NH:43][C:19](=[O:21])[C@H:9]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][C:29](=[O:42])[CH3:30])=[C:13]([I:18])[CH:12]=1)[NH2:8])([O:47][C:46]([CH3:45])([CH3:48])[CH3:51])=[O:24]

参加物

10

反応物 6

HCID 111,2-DichloroethaneHCID 222AmmoniaHCID 311Citric AcidHCID 7918Acetic AnhydrideHCID 757711-HydroxybenzotriazoleHCID 15545208N-(tert-Butoxycarbonyl)-3-iodo-L-tyrosine

生成物 1

HCID 86585259HCID 86585259、化合物

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 1049Pyridine溶媒HCID 3776Isopropanol溶媒

実験手順

To a solution of N-Boc-3-iodotyrosine (0.380 g, 0.93 mmol) in pyridine (1 mL) were added acetic anhydride (105 μL, 1.1 mmol) and DMAP (10 mg, cat). The solution was stirred 1.5 h then diluted in 5% citric acid (20 mL), and the product extracted with EtOAc. The organic solution was evaporated and the residue dissolved in MeCN (4 mL). To the stirred cold (ice bath) solution were added EDC (0.196 g, 1.0 mmol) and HOBt (0.135 g, 1.0 mmol). After stirring for 1 h, a 2 N solution of ammonia in iPrOH (3 mL) was added. The suspension was stirred 1 h at 5° C., the solid was filtered, the filtrate evaporated and the residue purified by flash chromatography (gradient 3-5% MeOH/chloroform) to yield N-Boc-O-acety-3-iodotyrosine amide.

後処理

  1. extractionthe product extracted with EtOAc
  2. customThe organic solution was evaporated
  3. dissolutionthe residue dissolved in MeCN (4 mL)
  4. stirringAfter stirring for 1 h
  5. stirringThe suspension was stirred 1 h at 5° C.
  6. filtrationthe solid was filtered
  7. customthe filtrate evaporated
  8. customthe residue purified by flash chromatography (gradient 3-5% MeOH/chloroform)

出典と根拠

ORDレコード
ord-50bac30a98c64f61a0a82db87e51a682
出典データセット
uspto-grants-2002_11
特許番号
US06479508B1

反応ノート

読み込み中…