M-Cresol → t-butyl (1R)-2-(3-fluorophenoxy)-1-[(methylsulfanyl)methyl]ethylcarbamate

HRID 12412

Reaction equation

[OH:1][CH2:2][C@@H:3]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:4][S:5][CH3:6].C1C(O)=CC=CC=1C.[F:23][C:24]1[CH:25]=[C:26](O)[CH:27]=[CH:28][CH:29]=1>>[F:23][C:24]1[CH:29]=[C:28]([CH:27]=[CH:26][CH:25]=1)[O:1][CH2:2][C@@H:3]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:11])([CH3:13])[CH3:12])[CH2:4][S:5][CH3:6]

Participants

Reactant 3

HCID 342M-Cresol

HCID 97433-Fluorophenol

HCID 15192846t-butyl (1R)-2-hydroxy-1-[(methylsulfanyl)methyl]ethylcarbamate

Product 1

HCID 86609357t-butyl (1R)-2-(3-fluorophenoxy)-1-[(methylsulfanyl)methyl]ethylcarbamate

Procedure

By the operation similar to that in Step 2 of Example 15 except that t-butyl (1R)-2-hydroxy-1-[(methylsulfanyl)methyl]ethylcarbamate (1 g) obtained in Step 1 was used as a starting material and m-cresol was changed to 3-fluorophenol, the title compound (300 mg) was obtained.

Sources & evidence

ORD record: ord-b06412e6adab493bad4027094337a0c0
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07728005B2

Linked notes

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