Hydrochloric Acid → HCID 88761779, compound

HRID 1680811Notes

Reaction equation

HRID 1680811 reaction equation
[CH3:1][O:2][C@H:3]1[C@H:20]([CH3:21])[O:19][CH:6](OC(=O)C2C=CC([N+]([O-])=O)=CC=2)[CH2:5][C@H:4]1[NH:22][C:23](=[O:28])[C:24]([F:27])([F:26])[F:25].[ClH:29]>C(Cl)Cl>[CH3:1][O:2][C@@H:3]1[C@@H:20]([CH3:21])[O:19][CH:6]([Cl:29])[CH2:5][C@@H:4]1[NH:22][C:23](=[O:28])[C:24]([F:27])([F:26])[F:25]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86737820HCID 86737820, compound

Product 1

HCID 88761779HCID 88761779, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.76 g; 4.34 mmol of compound VIII in 48 ml of anhydrous methylene dichloride was saturated at 0° C. with anhydrous hydrogen chloride. The resulting precipitate of p-nitrobenzoic acid was filtered off under anhydrous conditions and the filtrate was evaporated to give a residue of 1.2 g (yield 100%) of 4-O-methyl-2,3,6-trideoxy-3-trifluoroacetamido-L-ribohexopyranosyl chloride (III).

Workup

  1. filtrationThe resulting precipitate of p-nitrobenzoic acid was filtered off under anhydrous conditions
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-0b889654667a4a7aae583971c4c13432
Source dataset
uspto-grants-1981_06
Patent number
US04276289

Reaction notes

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