4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acid → HCID 58717927, compound

HRID 1245126Notes

Reaction equation

HRID 1245126 reaction equation
Cl.COC(=O)[C@@H](N)COCC1C=CC(C2C=CC=CC=2)=CC=1.FC(F)(F)C1C=CC(C2C=CC(C(O)=O)=CC=2)=CC=1.C[O:43][C:44](=[O:80])[C@@H:45]([NH:61][C:62]([C:64]1[CH:69]=[CH:68][C:67]([C:70]2[CH:75]=[CH:74][C:73]([C:76]([F:79])([F:78])[F:77])=[CH:72][CH:71]=2)=[CH:66][CH:65]=1)=[O:63])[CH2:46][O:47][CH2:48][C:49]1[CH:54]=[CH:53][C:52]([C:55]2[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=2)=[CH:51][CH:50]=1>>[C:52]1([C:55]2[CH:56]=[CH:57][CH:58]=[CH:59][CH:60]=2)[CH:51]=[CH:50][C:49]([CH2:48][O:47][CH2:46][C@H:45]([NH:61][C:62]([C:64]2[CH:69]=[CH:68][C:67]([C:70]3[CH:75]=[CH:74][C:73]([C:76]([F:77])([F:78])[F:79])=[CH:72][CH:71]=3)=[CH:66][CH:65]=2)=[O:63])[C:44]([OH:80])=[O:43])=[CH:54][CH:53]=1

Participants

4

Reactant 3

HCID 27827194'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acidHCID 69609622HCID 69609622, compoundHCID 69609826HCID 69609826, compound

Product 1

HCID 58717927HCID 58717927, compoundYield 80%

Procedure

(2S)-Amino-3-(biphenyl-4-ylmethoxy)-propionic acid methyl ester hydrochloride (0.150 g, 0.483 mmol) was reacted with 4′-trifluoromethyl-biphenyl-4-carboxylic acid (0.136 g, 0.483 mmol) as described in general procedure A yielding the 3-(biphenyl-4-ylmethoxy)-(2S)-[(4′-trifluoromethyl-biphenyl-4-carbonyl)-amino]-propionic acid methyl ester. The resulting compound was then hydrolyzed by following the general procedure C to yield the title compound (0.200 g, 80%).

Sources & evidence

ORD record
ord-1cbe54fe4ea44e038996b526766d4c7d
Source dataset
uspto-grants-2006_10
Patent number
US07122580B2

Reaction notes

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