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Triethylamine → HCID 57687747、化合物

HRID 1880817
ノート
印刷プレビュー

反応式

HRID 1880817 の反応式
[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][C@H:12]([NH:15][CH2:16][CH:17]([CH3:19])[CH3:18])[CH2:13][OH:14])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[C:28]([C:30]1[CH:35]=[CH:34][C:33]([S:36](Cl)(=[O:38])=[O:37])=[CH:32][CH:31]=1)#[N:29].C([O-])(O)=O.[Na+]>C(Cl)Cl>[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][C@H:12]([N:15]([S:36]([C:33]1[CH:32]=[CH:31][C:30]([C:28]#[N:29])=[CH:35][CH:34]=1)(=[O:38])=[O:37])[CH2:16][CH:17]([CH3:18])[CH3:19])[CH2:13][OH:14])([CH3:4])([CH3:3])[CH3:2]
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 8471TriethylamineHCID 394974-Cyanobenzenesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 57687748HCID 57687748、化合物

生成物 1

HCID 57687747HCID 57687747、化合物収率 36%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

(S)-(6-Hydroxy-5-isobutylamino-hexyl)-carbamic acid tert-butyl ester (4) (1.85 g) was dissolved in 50 mL CH2Cl2. Triethylamine (1.05 eq) and 4-cyano benzene sulfonylchloride (1 eq) were added and the mixture was stirred overnight. Saturated NaHCO3 (50 mL) was added, the mixture was well shaken. Organic layer was separated, dried on MgSO4, filtrated and evaporated. The crude compound was purified by column chromatography using EtOAc-heptane (1-3) as the eluent. Fractions containing the product were evaporated yielding (1.06 g, 36%) of a solid.

後処理

  1. stirringthe mixture was well shaken
  2. customOrganic layer was separated
  3. customdried on MgSO4
  4. filtrationfiltrated
  5. customevaporated
  6. customThe crude compound was purified by column chromatography
  7. additionFractions containing the product
  8. customwere evaporated

出典と根拠

ORDレコード
ord-cfed406870aa4d9ea3762938a64db134
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08318779B2

反応ノート

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