Boron tribromide → HCID 627207, compound

HRID 2301353Notes

Reaction equation

HRID 2301353 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:11][C:12]4[C:17]([C:18](=[O:21])[C:19]=3[OH:20])=[CH:16][CH:15]=[C:14]([O:22][CH3:23])[CH:13]=4)=[CH:9][C:4]=2[O:3]C1.B(Br)(Br)Br>>[OH:3][C:4]1[CH:9]=[C:8]([C:10]2[O:11][C:12]3[C:17]([C:18](=[O:21])[C:19]=2[OH:20])=[CH:16][CH:15]=[C:14]([O:22][CH3:23])[CH:13]=3)[CH:7]=[CH:6][C:5]=1[OH:1]

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 821286HCID 821286, compound

Product 1

HCID 627207HCID 627207, compoundYield 58,648,816%

Procedure

The reaction was conducted according to the same procedure as Example 57 except that 50mg (159 pmol) of the compound obtained in Example 6 instead of the compound obtained in Example 12 and 1.5 molar equivalents of boron tribromide (BBr3) were used. Then the resulting product was separated by preparative TLC to give 28 mg of the title compound in a yield of 60%.

Workup

  1. customThen the resulting product was separated by preparative TLC

Sources & evidence

ORD record
ord-b97f1217710f4a9b815efb84093f5220
Source dataset
uspto-grants-2002_12
Patent number
US06500846B1

Reaction notes

Loading…