HCID 86610191, compound → HCID 86610189, compound

HRID 1987697Notes

Reaction equation

HRID 1987697 reaction equation
[NH4+].[N:2]([C@H:5]1[CH2:10][C@H:9]([OH:11])[C@@H:8]([CH2:12][O:13][P:14]([OH:17])([OH:16])=[O:15])[O:7][CH2:6]1)=[N+:3]=[N-:4].[N:18]([C@H]1[C@H](O)[C@H](O)[C@@H](CO)[O:23]C1)=[N+]=[N-]>>[NH4+:2].[NH4+:18].[N:2]([C@H:5]1[C@H:10]([OH:23])[C@H:9]([OH:11])[C@@H:8]([CH2:12][O:13][P:14]([OH:17])([OH:16])=[O:15])[O:7][CH2:6]1)=[N+:3]=[N-:4]

Participants

3

Reactant 2

HCID 86610191HCID 86610191, compoundHCID 86634648HCID 86634648, compound

Product 1

HCID 86610189HCID 86610189, compound

Procedure

Phosphate 12 is prepared similarly to phosphate 5 starting from azide 11 (0.503 g, 2.66 mmol). Coarse purification by column chromatography and silica gel (0.35% ammonia (20% aqueous solution in i-PrOH) pale yellow oil 12 (0.353 g, 46%). Rf 0.4 (i-PrOH/25%-NH4OHaq/H2O 6/4/1). This product is used without further purification.

Workup

  1. customCoarse purification by column chromatography and silica gel (0.35% ammonia (20% aqueous solution in i-PrOH)
  2. customThis product is used without further purification

Sources & evidence

ORD record
ord-bcb9f28c071f47aeb51cbb6facd8abe1
Source dataset
uspto-grants-2009_06
Patent number
US07553615B2

Reaction notes

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