Benzenesulfonic acid, 3-nitro-, (2R)-2-oxiranylmethyl ester → HCID 22147730, compound

HRID 1824323Notes

Reaction equation

HRID 1824323 reaction equation
[F:1][C:2]1[C:14]2[NH:13][C:12]3[C:7](=[C:8]([OH:15])[CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH2:16]1[O:18][C@H:17]1[CH2:19]OS(C1C=C([N+]([O-])=O)C=CC=1)(=O)=O>>[CH2:19]([O:15][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:7]=1[C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([F:1])[C:14]=1[NH:13]2)[CH:17]1[O:18][CH2:16]1

Participants

3

Reactant 2

HCID 146513Benzenesulfonic acid, 3-nitro-, (2R)-2-oxiranylmethyl esterHCID 22147703HCID 22147703, compound

Product 1

HCID 22147730HCID 22147730, compoundYield 78.4%

Procedure

1-Fluoro-5-hydroxycarbazole (25 mg, 0.124 mmol) and (2R)-(−)-glycidyl 3-nitrobenzenesulfonate, (32 mg, 0.124 mmol) were converted to 25 mg of the title compound substantially in accordance with the procedure of Preparation 122. Yield: 65%. 1H NMR. MS(FD).

Sources & evidence

ORD record
ord-6ff23e59da4a4bf7b8a3acb55734a78c
Source dataset
uspto-grants-2006_05
Patent number
US07041684B2

Reaction notes

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