Sodium Azide → alpha-D-Mannopyranosyl azide

HRID 542910Notes

Reaction equation

HRID 542910 reaction equation
[C@H:1]1(F)[O:9][C@H:8]([CH2:10][OH:11])[C@@H:6]([OH:7])[C@H:4]([OH:5])[C@@H:2]1[OH:3].[N-:13]=[N+:14]=[N-:15].[Na+]>C(#N)C>[C@H:1]1([N:13]=[N+:14]=[N-:15])[O:9][C@H:8]([CH2:10][OH:11])[C@@H:6]([OH:7])[C@H:4]([OH:5])[C@@H:2]1[OH:3]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 11412739alpha-D-Mannopyranosyl fluoride

Product 1

HCID 54011468alpha-D-Mannopyranosyl azide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

12 g of α-mannosyl fluoride were heated with 4.7 g of sodium azide in 100 ml of acetonitrile for 80 hours at the reflux temperature. After the mixture had been worked up as in Example 1, 10.3 g of a syrup containing 92% of α-azidomannose were obtained.

Workup

  1. customwere obtained

Sources & evidence

ORD record
ord-e3c12ccfc5864eada66a8e919e76edc9
Source dataset
uspto-grants-1987_04
Patent number
US04659810

Reaction notes

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