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HRID429331

反应详情

EQUATION

反应方程式

HRID 429331 的结构方程式

REACTANTS

反应物

3
结构：OCC1NCC(O)C1O
HCID1335

未命名化合物

结构：O=C([O-])[C@@H](O)[C@H](O)C(=O)[O-]
HCID5460284

未命名化合物

结构：c1ccc(COC[C@H]2NC[C@@H](OCc3ccccc3)[C@@H]2OCc2ccccc2)cc1
HCID22842874

未命名化合物

PRODUCTS

生成物

2
结构：OC[C@H]1NC[C@@H](O)[C@@H]1O
HCID451991

3,4-Pyrrolidinediol, 2-(hydroxymethyl-14C)-, (2R,3R,4R)-

C5H11NO3

结构：O=C([O-])[C@@H](O)[C@H](O)C(=O)[O-]
HCID5460284

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

3
结构：[Pd]
催化剂HCID23938

Palladium

Pd

结构：CC(=O)O
溶剂HCID176

Acetic Acid

C2H4O2

结构：CO
溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

A more direct way to synthesise 3,4-dihydroxy-2-hydroxymethylpyrrolidine, D-tartrate is by reduring 2,3,5-Tri-O-benzyl-1,4-dideoxy-1,4-imino-D-arabinitol with Pd/C in glacial acetic acid. The formed, oily (2R,3R,4R)-3,4-dihydroxy-2-hydroxymethyl-pyrrolidine,acetate is dissolved in methanol and added to a solution containing D-tartraric acid at reflux and (2R,3R,4R)-3,4-dihydroxy-2-hydroxymethylpyrrolidine, D-tartrate is formed and can be isolated by filtration. Ion exchange chromatography is thereby avoided.

WORKUP

后处理

  1. additionadded to a solution
  2. additioncontaining D-tartraric acid
  3. temperatureat reflux