Methane → HCID 9849953, compound

HRID 975995Notes

Reaction equation

[C:1]([O:5][C:6]([C@@H:8]1[CH2:12][S:11][C@H:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[F:19])[N:9]1[C:20](=[O:44])[CH2:21][NH:22][C:23](=[O:43])[NH:24][C:25]1[CH:26]=[C:27]([CH:31]([CH3:42])[C:32]([O:34]CC2C=CC=CC=2)=[O:33])[CH:28]=[CH:29][CH:30]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C>>[C:1]([O:5][C:6]([C@@H:8]1[CH2:12][S:11][C@H:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[F:19])[N:9]1[C:20](=[O:44])[CH2:21][NH:22][C:23](=[O:43])[NH:24][C:25]1[CH:26]=[C:27]([CH:31]([CH3:42])[C:32]([OH:34])=[O:33])[CH:28]=[CH:29][CH:30]=1)=[O:7])([CH3:3])([CH3:2])[CH3:4]

Participants

Reactant 2

HCID 297Methane

HCID 54292755HCID 54292755, compound

Product 1

HCID 9849953HCID 9849953, compoundYield 43.1%

Procedure

The operation is carried out in a fashion similar to that described in Example 84, but starting from 3.8 g of benzyl 2-{3-{3-{2-[(2R,4R)-4-tert-butoxycarbonyl-2-(2-fluorophenyl)-3-thiazolidinyl]-2-oxoethyl}ureido}phenyl}propionate (A form) and 0.8 g of 10% palladinized charcoal. 1.4 g of 2-{3-{3-{2-[(2R,4R)-4-tert-butoxycarbonyl-2-(2-fluorophenyl)-3-thiazolidinyl]-2-oxoethyl}ureido}phenyl}propionic acid (A form), melting at 145° C., are thus obtained. [α]D20 =+20.0°±11° (C=0.539%; DMF)

Sources & evidence

ORD record: ord-0fbf775154444700b7a314dae53cdaf2
Source dataset: uspto-grants-1997_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05610144

Reaction notes

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