Hydrazine hydrate (1:1) → (2S,3R,4S)-5-Hydrazinylidenepentane-1,2,3,4-tetrol

HRID 279928Notes

Reaction equation

HRID 279928 reaction equation
[O:1]=[CH:2][C@@H:3]([C@H:5]([C@H:7]([CH2:9]O)[OH:8])[OH:6])[OH:4].O.[NH2:12][NH2:13]>CO>[CH:9](=[N:12][NH2:13])[C@@H:7]([C@H:5]([C@H:3]([CH2:2][OH:1])[OH:4])[OH:6])[OH:8]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 5460291aldehydo-L-arabinose

Product 1

HCID 57353717(2S,3R,4S)-5-Hydrazinylidenepentane-1,2,3,4-tetrol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2.0 g of L-arabinose in 5 ml of methanol and 5 ml of hydrazine hydrate was stirred overnight and then evaporated in vacuo. A 5 ml portion of methanol was added to the residue. After standing overnight the oil solidified. The solid was collected and dried, giving 1.5 g of L-arabinose hydrazone.

Workup

  1. customevaporated in vacuo
  2. additionA 5 ml portion of methanol was added to the residue
  3. customThe solid was collected
  4. customdried

Sources & evidence

ORD record
ord-e3a594012123455da495f6dd212f0309
Source dataset
uspto-grants-1986_05
Patent number
US04587331

Reaction notes

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