对硝基苯磺酰氯 → (s)-(4-Nitro-benzenesulfonylamino)-phenyl-acetic acid

HRID 548228笔记

反应方程式

HRID 548228 反应方程式
[CH:1]1[CH:6]=[CH:5][C:4]([C@H:7]([NH2:11])[C:8]([OH:10])=[O:9])=[CH:3][CH:2]=1.C(N(CC)CC)C.[N+:19]([C:22]1[CH:27]=[CH:26][C:25]([S:28](Cl)(=[O:30])=[O:29])=[CH:24][CH:23]=1)([O-:21])=[O:20]>O.O1CCOCC1>[N+:19]([C:22]1[CH:23]=[CH:24][C:25]([S:28]([NH:11][C@@H:7]([C:4]2[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=2)[C:8]([OH:10])=[O:9])(=[O:30])=[O:29])=[CH:26][CH:27]=1)([O-:21])=[O:20]

参与物

6

反应物 3

HCID 7404对硝基苯磺酰氯HCID 8471三乙胺HCID 99291L-苯甘氨酸

产物 1

HCID 362697(s)-(4-Nitro-benzenesulfonylamino)-phenyl-acetic acid

试剂、催化剂与溶剂 2

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 312751,4-二氧六环溶剂2 次

实验过程

To a solution of L-phenylglycine (0.227 g, 1.5 mmol) in water (5 ml) and dioxane (5 ml) was added triethylamine (0.42 ml, 3.0 mmol) followed by slow addition of 4-nitrobenzene sulphonyl chloride (0.5 g, 2.3 mmol) in dioxane (5 ml) at 0° C. After stirring for 45 minutes the reaction mixture was evaporated to dryness, re-dissolved in EtOAc and washed with saturated NaHCO3 solution (2×20 ml) and water (10 ml). The EtOAc layer was dried over Na2SO4, filtered and evaporated to dryness. LCMS purity 75%, (molecular ion not observed) yield 0.58 g, (76%). This material was used without any purification.

后处理

  1. customwas evaporated to dryness
  2. dissolutionre-dissolved in EtOAc
  3. washwashed with saturated NaHCO3 solution (2×20 ml) and water (10 ml)
  4. dry with materialThe EtOAc layer was dried over Na2SO4
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customThis material was used without any purification

来源与证据

ORD记录
ord-e6c50959d0094ca88cc7a704e2bf1aef
来源数据集
uspto-grants-2011_05
专利号
US07939666B2

反应笔记

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