Hydrochloric Acid → (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride

HRID 1779123Notes

Reaction equation

HRID 1779123 reaction equation
[OH:1][CH:2]1[O:9][C@H:8]([CH2:10][OH:11])[C@@H:6]([OH:7])[C@H:4]([OH:5])[C@H:3]1[NH:12]C(C)=O.[ClH:16]>>[OH:1][CH:2]1[O:9][C@H:8]([CH2:10][OH:11])[C@@H:6]([OH:7])[C@H:4]([OH:5])[C@H:3]1[NH2:12].[ClH:16]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 439174N-Acetyl-D-Glucosamine

Product 1

HCID 2723635(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride

Procedure

GlcNAc hydrolysis proceeds quantitatively in 0.1 N HCl at 100° C. for 2 hr. Spray drying or concentrating the solution removes excess HCl and the acetic acid, giving GlcN.HCl.

Workup

  1. customSpray drying
  2. concentrationconcentrating the solution
  3. customremoves excess HCl

Sources & evidence

ORD record
ord-14d8c8aa74d84b05990223bc1b6af167
Source dataset
uspto-grants-2016_02
Patent number
US09267141B2

Reaction notes

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