Dimethylformamide → tert-Butyl 2-(3-Methoxycarbonyladamant-1-ylcarbonylamino)-5-(N,N-dimethylaminocarbonyl)pent-4-ynoate

HRID 312914Notes

Reaction equation

HRID 312914 reaction equation
[CH3:1][O:2][C:3](=[O:4])[C:5]12[CH2:6][C:7]3([C:15](=[O:16])[NH:17][CH:18]([C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[CH2:26][C:27]#[CH:28])[CH2:8][CH:9]([CH2:10][CH:11]([CH2:12]1)[CH2:13]3)[CH2:14]2.[CH3:29][CH2:30][N:31]([CH2:32][CH3:33])[CH2:34][CH3:35].[CH3:36][N:37]([C:38](=[O:39])[Cl:40])[CH3:41].[Cu:47][I:48].[O:42]=[CH:43][N:44]([CH3:45])[CH3:46]>>[CH3:1][O:2][C:3](=[O:4])[C:5]12[CH2:6][C:7]3([C:15](=[O:16])[NH:17][CH:18]([C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[CH2:26][C:27]#[C:28][C:38]([N:37]([CH3:36])[CH3:41])=[O:39])[CH2:8][CH:9]([CH2:10][CH:11]([CH2:12]1)[CH2:13]3)[CH2:14]2

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 21940505tert-Butyl 2-(3-methoxycarbonyladamant-1-ylcarbonylamino)pent-4-ynoate

Product 1

HCID 21940493tert-Butyl 2-(3-Methoxycarbonyladamant-1-ylcarbonylamino)-5-(N,N-dimethylaminocarbonyl)pent-4-ynoate

Sources & evidence

ORD record
ord-cc16865cec914b1abb5337a0639497f7
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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