Triethylamine → D-Galactosamine

HRID 893382

Reaction equation

HRID 893382 reaction equation
Cl.[OH:2][CH:3]1[O:11][C@H:10]([CH2:12][OH:13])[C@H:8]([OH:9])[C@H:6]([OH:7])[C@H:4]1[NH2:5].C(N(CC)CC)C>CN(C=O)C>[OH:2][CH:3]1[O:11][C@H:10]([CH2:12][OH:13])[C@H:8]([OH:9])[C@H:6]([OH:7])[C@H:4]1[NH2:5]

Participants

4

Reactant 2

HCID 8471Triethylamine2×HCID 2723866D-(+)-Galactosamine hydrochloride

Product 1

HCID 24154D-Galactosamine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 10 ml of DMF was dissolved 0.22 g of galactosamine hydrochloride (1.04×10-3 mol). After 0.15 ml (1.04×10-3 mol) of triethylamine was added to the solution, 0.30 g (1.84×10-3 mol, value calculated from apparent molecular weight per 1 unit) was added to the mixture. The reaction was carried out at room temperature for 2 days. Then the solution containing the precipitates was dialyzed (2 days) and then freeze dried to prepare a sample (charged amounts given herein are for the sample obtained by activation of the side chain using the polymer having a side chain hydrolysis rate of 28.6% described above. For other samples, about two-fold amounts of sugar and triethylamine were used in response to the rate of activation of the side chain).

Workup

  1. additionwas added to the mixture
  2. additionThen the solution containing the precipitates
  3. customwas dialyzed (2 days)
  4. customfreeze dried
  5. customto prepare a sample (
  6. additioncharged amounts
  7. customobtained by activation of the side chain
  8. customa side chain hydrolysis rate of 28.6%

Sources & evidence

ORD record
ord-489831f9d3074d59b89e707cb5479ecc
Source dataset
uspto-grants-1992_06
Patent number
US05124437

Linked notes

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