1-HYDROXY-3-(PHOSPHONOOXY)-2-PROPANONE 半镁盐 → 5-azido-5-deoxy-D-xylohexulose

HRID 484229

反应方程式

HRID 484229 反应方程式
[CH2:1]([OH:10])[C:2]([CH2:4][O:5]P(O)(O)=O)=[O:3].[N:11]([CH:14]([CH2:17][OH:18])[CH:15]=[O:16])=[N+:12]=[N-:13].[OH-].[Na+].CO>C(O)C(N)(CO)CO>[N:11]([C@H:14]([CH2:17][OH:18])[C@H:15]([OH:16])[C@@H:1]([OH:10])[C:2](=[O:3])[CH2:4][OH:5])=[N+:12]=[N-:13]

参与物

6

反应物 4

HCID 6681-HYDROXY-3-(PHOSPHONOOXY)-2-PROPANONE 半镁盐HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮HCID 14798二甲基对苯二胺二盐酸HCID 106067192-Azido-3-hydroxypropanal

产物 1

HCID 867470365-azido-5-deoxy-D-xylohexulose收率 30%

试剂、催化剂与溶剂 1

HCID 6503三（羟甲基）氨基甲烷溶剂

实验过程

DHAP (0.5 mmole) was added to an aqueous solution of 2-azido-3-hydroxypropanal (1 mmole in 40 ml) and the pH value adjusted to 7.0 with 10N NaOH. To this solution was added rhamnulose-1-phosphate aldolase from E. coli (4 g), which had been treated with egg white lysozyme (40 mg) in Tris buffer (pH 7.5, 25 ml) for one hour at 35° C., to form a mixture and the mixture stirred slowly for two days. The stirred mixture was adjusted to a pH value of 4.7, and acid phosphatase (400 units) added. The resulting mixture was incubated at 37° C. for 48 hours, neutralized to a pH value of 7.0 and lyophilized. The residue was treated with MeOH and filtered to remove the insoluble material. The MeOH was removed under reduced pressure and the crude product purified with silica gel column chromatography (CHCl3 :MeOH=6:1) to give 5-azido-5-deoxy-D-xylohexulose in 30 percent yield.

后处理

  1. customto form a mixture
  2. additionadded
  3. waitThe resulting mixture was incubated at 37° C. for 48 hours
  4. filtrationfiltered
  5. customto remove the insoluble material
  6. customThe MeOH was removed under reduced pressure
  7. customthe crude product purified with silica gel column chromatography (CHCl3 :MeOH=6:1)

来源与证据

ORD记录
ord-8fce05b138304a8f8e0c9f9ef01b3196
来源数据集
uspto-grants-1993_07
专利号
US05229523

关联笔记

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