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Chloroiodomethane → 3,3-bis(N-CBz-L-valyloxymethyl)-propionic acid chloromethyl ester

HRID 488988
ノート
印刷プレビュー

反応式

HRID 488988 の反応式
[C:1]([NH:11][C@H:12]([C:16]([O:18][CH2:19][CH:20]([CH2:25][O:26][C:27](=[O:43])[C@H:28]([CH:40]([CH3:42])[CH3:41])[NH:29][C:30]([O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:31])[CH2:21][C:22]([OH:24])=[O:23])=[O:17])[CH:13]([CH3:15])[CH3:14])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].[OH-].C([N+](CCCC)(CCCC)CCCC)CCC.[Cl:62][CH2:63]I>O1CCOCC1>[Cl:62][CH2:63][O:23][C:22](=[O:24])[CH2:21][CH:20]([CH2:25][O:26][C:27](=[O:43])[C@H:28]([CH:40]([CH3:42])[CH3:41])[NH:29][C:30]([O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:31])[CH2:19][O:18][C:16](=[O:17])[C@H:12]([CH:13]([CH3:15])[CH3:14])[NH:11][C:1]([O:3][CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11644ChloroiodomethaneHCID 2723671Tetrabutylammonium HydroxideHCID 233875233,3-bis(N-CBz-L-valyloxymethyl)-propionic acid

生成物 1

HCID 537927163,3-bis(N-CBz-L-valyloxymethyl)-propionic acid chloromethyl ester

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

3,3-bis (N-CBz-L-valyloxymethyl)-propionic acid (3 g, 5 mmole) was dissolved in dioxane (20 ml). To the solution was added tetrabutylammonium hydroxide aqueous solution (40%, 3.11 ml, 4.8 mmole). The solution was dried in vacuo, and it was coevaporated with toluene several times. The residue was dissolved in methylene chloride (15 ml) and then chloroiodomethane (7.3 ml, 100 mmole) was added to the solution. The reaction solution was refluxed for 18 hr and then evaporated and the product was isolated with silica gel column chromatography. 900 mg.

後処理

  1. customThe solution was dried in vacuo, and it
  2. dissolutionThe residue was dissolved in methylene chloride (15 ml)
  3. temperatureThe reaction solution was refluxed for 18 hr
  4. customevaporated
  5. customthe product was isolated with silica gel column chromatography

出典と根拠

ORDレコード
ord-cead4540f51e45f7ba44b44f311562c6
出典データセット
uspto-grants-2005_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06974802B2

反応ノート

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