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Dimethyl Sulfoxide → 3-[(N-acetylprolyl)alanylprolylamino]-2,2-dihydroxybutanoic acid, methyl ester

HRID 1440060
ノート
印刷プレビュー

反応式

HRID 1440060 の反応式
C(Cl)(=O)C(Cl)=[O:3].CS(C)=O.[C:11]([N:14]1[CH2:41][CH2:40][CH2:39][C@H:15]1[C:16]([NH:18][C@H:19]([C:21]([N:23]1[CH2:38][CH2:37][CH2:36][C@H:24]1[C:25]([NH:27][CH:28]([CH3:35])[CH:29]([OH:34])[C:30]([O:32][CH3:33])=[O:31])=[O:26])=[O:22])[CH3:20])=[O:17])(=[O:13])[CH3:12].C(N(CC)CC)C>C(Cl)Cl>[C:11]([N:14]1[CH2:41][CH2:40][CH2:39][C@H:15]1[C:16]([NH:18][C@H:19]([C:21]([N:23]1[CH2:38][CH2:37][CH2:36][C@H:24]1[C:25]([NH:27][CH:28]([CH3:35])[C:29]([OH:3])([OH:34])[C:30]([O:32][CH3:33])=[O:31])=[O:26])=[O:22])[CH3:20])=[O:17])(=[O:13])[CH3:12]
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 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 145033163-[(N-acetylprolyl)alanylprolylamino]-2-hydroxybutanoic acid, methyl ester

生成物 1

HCID 867493313-[(N-acetylprolyl)alanylprolylamino]-2,2-dihydroxybutanoic acid, methyl ester

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
3 回

実験手順

To a stirred solution of oxalyl chloride (0.12 ml, 1.43 mmol) in methylene chloride (1.5 ml) under an argon atmosphere and cooled in a dry ice-acetone bath was added dropwise a solution of dimethylsulfoxide (0.20 ml, 2.86 mmol) in methylene chloride (1.5 ml). After 5 minutes, a solution of the product of example 59 (0.32 g, 0.72 mmol) in methylene chloride (1.5 ml) was added and the reaction mixture stirred for 25 minutes. Triethylamine (0.50 ml, 3.58 mmol) was added and the reaction mixture warmed to room temperature. The reaction mixture was placed directly onto a silica gel column and eluted with methylene chloride-methanol. Evaporation of the appropriate fractions on a rotary evaporator, addition of water (3 ml) to the residue and evaporation gave the above-namedproduct.

後処理

  1. washeluted with methylene chloride-methanol
  2. customEvaporation of the appropriate fractions
  3. customon a rotary evaporator, addition of water (3 ml)
  4. customto the residue and evaporation
  5. customgave the above-namedproduct

出典と根拠

ORDレコード
ord-d50fac0400504deeb61de01fdaf30807
出典データセット
uspto-grants-1996_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05496927

反応ノート

読み込み中…

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