2-Naphthalenesulfonyl chloride → HCID 19384977, compound

HRID 2399867Notes

Reaction equation

HRID 2399867 reaction equation
[C:1]1([CH2:7][O:8][C:9](=[O:20])[NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][C:22]=1[S:31](Cl)(=[O:33])=[O:32]>>[C:1]1([CH2:7][O:8][C:9]([NH:10][CH2:11][CH2:12][C:13]2[CH:14]=[CH:15][C:16]([NH:19][S:31]([C:22]3[CH:23]=[CH:24][C:25]4[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=4)[CH:21]=3)(=[O:33])=[O:32])=[CH:17][CH:18]=2)=[O:20])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 71252-Naphthalenesulfonyl chlorideHCID 46210191Benzyl 4-aminophenethylcarbamate

Product 1

HCID 19384977HCID 19384977, compound

Procedure

In a manner analogous to that of Example 5, the title compound was prepared from the Cbz amine from Example 3 and 2-naphthalenesulfonyl chloride: 1H NMR (400 MHz, CDCl3) δ8.32 (s, 1H), 7.85 (m, 3H), 7.71 (dd, 1H, J=1.8, 8.7 Hz), 7.61-7.52 (m, 2H), 7.34-7.28 (m, 5H), 6.99 (s, 4H), 6.77 (br s, 1H), 5.04 (s, 2H), 4.65 (br s, 1H), 3.33 (br q, 2H, J=5.9 Hz), 2.68 (t, 2H, J=7.0 Hz); FAB MS m/z 461 (M+1), 270.

Sources & evidence

ORD record
ord-a196d91216ca44c1a562d2c77d54c5bb
Source dataset
uspto-grants-1995_09
Patent number
US05451677

Reaction notes

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