2,6-Anhydro-5-[(tert-butoxycarbonyl)amino]-3,4,5-trideoxy-L-erythro-hexonic acid → HCID 86672605, compound

HRID 470695Notes

Reaction equation

HRID 470695 reaction equation
[ClH:1].O1CCOC[CH2:3]1.C(OC([NH:15][C@H:16]1[CH2:24][O:23][C@H:19]([C:20]([OH:22])=[O:21])[CH2:18][CH2:17]1)=O)(C)(C)C>CO>[ClH:1].[NH2:15][C@H:16]1[CH2:24][O:23][C@H:19]([C:20]([O:22][CH3:3])=[O:21])[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 109228122,6-Anhydro-5-[(tert-butoxycarbonyl)amino]-3,4,5-trideoxy-L-erythro-hexonic acidHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 86672605HCID 86672605, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4N hydrochloric acid/1,4-dioxane solution (20 ml) was added to a methanol (5 ml) solution of 2,6-anhydro-5-[(tert-butoxycarbonyl)amino]-3,4,5-trideoxy-L-erythro-hexonic acid (Eur. J. Org. Chem., 2003, 2418-2427) (1.00 g, 4.08 mmol) at room temperature and the resulting mixture was stirred for 20 hours. The reaction mixture was concentrated under reduced pressure to give 0.80 g (100%) of the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5fcc9d1e4e9c42ce8a79ad673fc73def
Source dataset
uspto-grants-2014_01
Patent number
US08629133B2

Reaction notes

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