1-Fluoro-3,5-dimethyl-2-nitrobenzene → HCID 56637722, compound

HRID 363871Notes

Reaction equation

HRID 363871 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][NH:14][C:15]1[CH:20]=[C:19]([CH3:21])[CH:18]=[C:17]([CH3:22])[C:16]=1[N+:23]([O-])=O)[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C[O:27][C:28](=[O:50])[CH2:29]N1C2C=CC=CC=2NC[C@H](NC(OC(C)(C)C)=O)C1=O.F[C:52]1[CH:57]=[C:56](C)[CH:55]=[C:54]([CH3:59])[C:53]=1[N+]([O-])=O>>[CH2:59]([O:50][C:28](=[O:27])[CH2:29][N:23]1[C:16]2[C:17]([CH3:22])=[CH:18][C:19]([CH3:21])=[CH:20][C:15]=2[NH:14][CH2:13][C@H:9]([NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[C:10]1=[O:12])[C:54]1[CH:53]=[CH:52][CH:57]=[CH:56][CH:55]=1

Participants

4

Reactant 3

HCID 218759151-Fluoro-3,5-dimethyl-2-nitrobenzeneHCID 54305289(3S)-2-Oxo-3-tert-butoxycarbonylamino-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetic acid methyl esterHCID 56607952HCID 56607952, compound

Product 1

HCID 56637722HCID 56637722, compoundYield 93%

Procedure

(2S)-2-tert-Butoxycarbonylamino-3-(2-nitro-3,5-dimethylphenylamino)-propionic acid. Prepared by a method similar as described for 600a (Step A), except 2-fluoro-4,6-dimethyl-nitrobenzene was used instead of 2-fluoronitrobenzene to give the desired compound in 93% yield.

Workup

  1. customPrepared by a method similar

Sources & evidence

ORD record
ord-06c5c1114e8644bc9ae8c1ba25317167
Source dataset
uspto-grants-1999_02
Patent number
US05874424

Reaction notes

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