Acetone → 3,9-Epoxy-3H-azirino[2,3-c][1]benzazocine-5-carboxaldehyde, 1-acetyl-9-(acetyloxy)-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,9,9a-hexahydro-7-methoxy-;3,9-Epoxy-3H-azirino[2,3-c][1]benzazocine-5-carboxaldehyde, 1-acetyl-9-(acetyloxy)-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,9,9a-hexahydro-7-methoxy-

HRID 953558Notes

Reaction equation

HRID 953558 reaction equation
[C:1]([CH3:2])(=[O:3])[O:4][C:5]12[CH:6]([CH2:25][O:26][C:27]([NH2:28])=[O:29])[c:7]3[c:8]([OH:24])[cH:9][c:10]([CH:22]=[O:23])[cH:11][c:12]3[N:13]([CH2:14][CH:15]3[N:16]([C:18]([CH3:19])=[O:20])[CH:17]13)[O:21]2.[C:30](=[O:31])([O-:32])[O-:33].[CH3:36][C:37](=[O:38])[CH3:39].[CH3:40][I:41].[K+:34].[K+:35]>>[C:1]([CH3:2])(=[O:3])[O:4][C:5]12[CH:6]([CH2:25][O:26][C:27]([NH2:28])=[O:29])[c:7]3[c:8]([O:24][CH3:30])[cH:9][c:10]([CH:22]=[O:23])[cH:11][c:12]3[N:13]([CH2:14][CH:15]3[N:16]([C:18]([CH3:19])=[O:20])[CH:17]13)[O:21]2

Participants

6

Reactant 5

HCID 180AcetoneHCID 813Potassium Cation2×HCID 6328Methyl iodideHCID 19660Carbonate IonHCID 984418511-Acetyl-8-carbamoyloxymethyl-4-formyl-6-hydroxy-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12]tetradeca-2,4,6-trien-9-yl acetate

Product 1

HCID 1903733,9-Epoxy-3H-azirino[2,3-c][1]benzazocine-5-carboxaldehyde, 1-acetyl-9-(acetyloxy)-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,9,9a-hexahydro-7-methoxy-;3,9-Epoxy-3H-azirino[2,3-c][1]benzazocine-5-carboxaldehyde, 1-acetyl-9-(acetyloxy)-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,9,9a-hexahydro-7-methoxy-

Sources & evidence

ORD record
ord-875f6c7945ce4b3b938769651cc4405b
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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