Diisopropylamine → 1,3-Dicarbomethoxybicyclo[3.2.1]octane

HRID 195654Notes

Reaction equation

HRID 195654 reaction equation
[CH2:54]([Li:55])[CH2:56][CH2:57][CH3:58].[CH2:67]1[O:68][CH2:69][CH2:70][CH2:71]1.[CH3:32][N:33]1[CH2:34][CH2:35][CH2:36][N:37]([CH3:38])[C:39]1=[O:40].[CH3:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53].[CH3:60][CH:61]([N-:62][CH:63]([CH3:64])[CH3:65])[CH3:66].[CH:18]1([C:19]([O:20][CH3:21])=[O:22])[CH2:23][CH2:24][CH2:25][CH:26]([C:27]([O:28][CH3:29])=[O:30])[CH2:31]1.[CH:41]([NH:42][CH:43]([CH3:44])[CH3:45])([CH3:46])[CH3:47].[Cl:1][CH2:2][CH2:3][C:4]1([C:14](=[O:15])[O:16][CH3:17])[CH2:5][CH:6]([C:10](=[O:11])[O:12][CH3:13])[CH2:7][CH2:8][CH2:9]1.[Li+:59]>>[CH2:2]1[CH2:3][C:4]2([C:14](=[O:15])[O:16][CH3:17])[CH2:5][CH:6]([C:10](=[O:11])[O:12][CH3:13])[CH2:7][CH:8]1[CH2:9]2

Participants

10

Reactant 9

HCID 7912DiisopropylamineHCID 8028TetrahydrofuranHCID 8058HexaneHCID 28486Lithium ionHCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 138896Dimethyl cyclohexane-1,3-dicarboxylateHCID 5062348DiisopropylamideHCID 13633975Dimethyl 1-(2-chloroethyl)cyclohexane-1,3-dicarboxylateHCID 178418339Butyllithium

Product 1

HCID 684229871,3-Dicarbomethoxybicyclo[3.2.1]octane

Sources & evidence

ORD record
ord-1c14190cbf1643b4b820bc4740f12638
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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