4-(tert-Butoxycarbonylaminomethyl)phenylboronic acid, pinacol ester → Tert-butyl n-(3'-benzyloxy-5'-dimethylcarbamoylbiphenyl-4-ylmethyl)carbamate

HRID 1713301Notes

Reaction equation

HRID 1713301 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:17]=[C:18](O)[CH:19]=1)[C:12]([N:14]([CH3:16])[CH3:15])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC1(C)C(C)(C)OB([C:29]2[CH:43]=[CH:42][C:32]([CH2:33][NH:34][C:35](=[O:41])[O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[CH:31][CH:30]=2)O1>>[CH2:1]([O:8][C:9]1[CH:19]=[C:18]([C:29]2[CH:30]=[CH:31][C:32]([CH2:33][NH:34][C:35](=[O:41])[O:36][C:37]([CH3:39])([CH3:38])[CH3:40])=[CH:42][CH:43]=2)[CH:17]=[C:11]([C:12](=[O:13])[N:14]([CH3:16])[CH3:15])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 34154424-(tert-Butoxycarbonylaminomethyl)phenylboronic acid, pinacol esterHCID 674564673-Benzyloxy-5-hydroxy-N,N-dimethylbenzamide

Product 1

HCID 67454928Tert-butyl n-(3'-benzyloxy-5'-dimethylcarbamoylbiphenyl-4-ylmethyl)carbamate

Procedure

The title compound was prepared in a similar manner to that described in Reference Example 58 using 3-benzyloxy-5-hydroxy-N,N-dimethylbenzamide instead of 4-hydroxy-3-methoxybenzaldehyde and tert-butyl N-[4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane-2-yl)bezyl]carbamate instead of phenylboronic acid.

Sources & evidence

ORD record
ord-57ace74f7efb4a0ab833679c0cc42273
Source dataset
uspto-grants-2010_09
Patent number
US07795236B2

Reaction notes

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