Phenol → HCID 90404382, compound

HRID 2277059Notes

Reaction equation

HRID 2277059 reaction equation
C1(O)C=CC=CC=1.[OH:8][C@@H:9]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([OH:26])[CH:21]=1)[CH2:10][CH2:11][NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16].S(O[CH2:38][CH:39]1[CH2:44][CH2:43][N:42]([C:45]([O:47][C:48]([CH3:51])([CH3:50])[CH3:49])=[O:46])[CH2:41][CH2:40]1)(C1C=CC(C)=CC=1)(=O)=O>>[C:15]([O:14][C:13]([NH:12][CH2:11][CH2:10][C@H:9]([C:20]1[CH:21]=[C:22]([CH:23]=[CH:24][CH:25]=1)[O:26][CH2:38][CH:39]1[CH2:44][CH2:43][N:42]([C:45]([O:47][C:48]([CH3:49])([CH3:51])[CH3:50])=[O:46])[CH2:41][CH2:40]1)[OH:8])=[O:19])([CH3:18])([CH3:17])[CH3:16]

Participants

4

Reactant 3

HCID 996PhenolHCID 106428511-(tert-Butoxycarbonyl)-4-((p-toluenesulfonyloxy)methyl)piperidineHCID 90405310(R)-tert-butyl 3-hydroxy-3-(3-hydroxyphenyl)propylcarbamate

Product 1

HCID 90404382HCID 90404382, compound

Procedure

Alkylation of phenol (7, Intermediate I) with tert-butyl 4-((tosyloxy)methyl)piperidine-1-carboxylate following the method used in Example 11 gave (R)-tert-butyl 4-((3-(3-((tert-butoxycarbonyl)amino)-1-hydroxypropyl)phenoxy)methyl)piperidine-1-carboxylate as a colorless oil. Yield (0.70 g, 80%).

Sources & evidence

ORD record
ord-e08da3f8991f4978abf05871255c21c3
Source dataset
uspto-grants-2015_09
Patent number
US09133154B2

Reaction notes

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