2-(tert-Butoxycarbonyl)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid → [2-methyl-1-(3-(5-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carbonyl)-propyl]-carbamic acid methyl ester

HRID 1751498Notes

Reaction equation

HRID 1751498 reaction equation
[CH3:1][O:2][C:3](=[O:36])[NH:4][CH:5]([C:9]([N:11]1[CH2:15][CH2:14][CH2:13][CH:12]1[C:16]1[NH:17][C:18]([C:21]2[CH:26]=[CH:25][C:24]([B:27]3[O:31][C:30]([CH3:33])([CH3:32])[C:29]([CH3:35])([CH3:34])[O:28]3)=[CH:23][CH:22]=2)=[CH:19][N:20]=1)=[O:10])[CH:6]([CH3:8])[CH3:7].[C:37](OC(N1C(C(O)=O)C2CC1CC2)=O)(C)(C)[CH3:38]>>[CH3:1][O:2][C:3](=[O:36])[NH:4][CH:5]([C:9]([N:11]1[CH:12]([C:16]2[NH:17][C:18]([C:21]3[CH:22]=[CH:23][C:24]([B:27]4[O:28][C:29]([CH3:34])([CH3:35])[C:30]([CH3:33])([CH3:32])[O:31]4)=[CH:25][CH:26]=3)=[CH:19][N:20]=2)[CH:13]2[CH2:14][CH:15]1[CH2:37][CH2:38]2)=[O:10])[CH:6]([CH3:8])[CH3:7]

Participants

3

Reactant 2

HCID 150563882-(tert-Butoxycarbonyl)-2-azabicyclo[2.2.1]heptane-3-carboxylic acidHCID 66619939[2-Methyl-1-(2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl)-propyl]-carbamic acid methyl ester

Product 1

HCID 66620297[2-methyl-1-(3-(5-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carbonyl)-propyl]-carbamic acid methyl ester

Procedure

This compound was synthesized using the procedure used to make [2-Methyl-1-(2-{5-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-propyl]-carbamic acid methyl ester using 2-Aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester. LCMS-ESI+: calc'd for C28H39BN4O5: 522.30 (M+); Found: 523.31 (M+H+).

Workup

  1. customThis compound was synthesized

Sources & evidence

ORD record
ord-6c4ca0130c9141a5b1614d166d7e5da7
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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