Phenyl chloroformate → (1S,4S)-2-Oxa-5-aza-bicyclo[2.2.1]heptane-5-carboxylic acid (7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-amide

HRID 2222152Notes

Reaction equation

HRID 2222152 reaction equation
[O:1]1[CH2:7][CH:6]([C:8]2[C:16]3[S:15][C:14]([NH2:17])=[N:13][C:12]=3[C:11]([O:18][CH3:19])=[CH:10][CH:9]=2)[CH2:5][O:4][CH2:3][CH2:2]1.Cl[C:21](OC1C=CC=CC=1)=[O:22].[C@H:30]12[CH2:36][C@H:33]([NH:34][CH2:35]1)[CH2:32][O:31]2>>[O:4]1[CH2:5][CH:6]([C:8]2[C:16]3[S:15][C:14]([NH:17][C:21]([N:34]4[CH2:35][C@@H:30]5[CH2:36][C@H:33]4[CH2:32][O:31]5)=[O:22])=[N:13][C:12]=3[C:11]([O:18][CH3:19])=[CH:10][CH:9]=2)[CH2:7][O:1][CH2:2][CH2:3]1

Participants

4

Reactant 3

HCID 15891Phenyl chloroformateHCID 11159293(1S,4S)-2-oxa-5-azabicyclo[2.2.1]heptane hydrobromideHCID 597118057-[1,4]Dioxepan-6-yl-4-methoxy-benzothiazol-2-ylamine

Product 1

HCID 86595140(1S,4S)-2-Oxa-5-aza-bicyclo[2.2.1]heptane-5-carboxylic acid (7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-amide

Procedure

Using 7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-ylamine, phenyl chloroformate and (1S,4S)-2oxa-5-aza-bicyclo[2.2.1]heptane, the title compound was prepared as off-white solid. MS: m/e=422(M+H+).

Sources & evidence

ORD record
ord-7b6872b148de43b7a569c92c22f83a7b
Source dataset
uspto-grants-2008_05
Patent number
US07371748B2

Reaction notes

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