(2R)-methyl 2-ethyl-7-hydroxychromane-2-carboxylate → (2R)-7-(3-(2-Chloro-4-(4-tetrahydropyranyl)phenoxy)propoxy)-2-ethylchromane-2-carboxylic Acid

HRID 51090Notes

Reaction equation

HRID 51090 reaction equation
[CH2:1]([C@:3]1([C:14]([O:16]C)=[O:15])[CH2:12][CH2:11][C:10]2[C:5](=[CH:6][C:7]([OH:13])=[CH:8][CH:9]=2)[O:4]1)[CH3:2].[Cl:18][C:19]1[CH:24]=[C:23]([CH:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[CH:22]=[CH:21][C:20]=1[O:31][CH2:32][CH2:33][CH2:34]Br>>[Cl:18][C:19]1[CH:24]=[C:23]([CH:25]2[CH2:26][CH2:27][O:28][CH2:29][CH2:30]2)[CH:22]=[CH:21][C:20]=1[O:31][CH2:32][CH2:33][CH2:34][O:13][C:7]1[CH:6]=[C:5]2[C:10]([CH2:11][CH2:12][C@:3]([CH2:1][CH3:2])([C:14]([OH:16])=[O:15])[O:4]2)=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 11345381(2R)-methyl 2-ethyl-7-hydroxychromane-2-carboxylateHCID 22737372HCID 22737372, compound

Product 1

HCID 10183977(2R)-7-(3-(2-Chloro-4-(4-tetrahydropyranyl)phenoxy)propoxy)-2-ethylchromane-2-carboxylic Acid

Procedure

The title compound was prepared following the procedure described in Example 5, Steps D-E employing (2R)-methyl 2-ethyl-7-hydroxychromane-2-carboxylate (Example 13, Step E) instead of ethyl 7-hydroxychromane-2-carboxylate, and 3-bromopropyl 2-chloro-4-(4-tetrahydropyranyl)phenyl ether instead of 3-bromopropyl 2-chloro-4-(2,2,2-trifluoroethoxy)phenyl ether.

Sources & evidence

ORD record
ord-af510c9c54304316b3f913ad6233d467
Source dataset
uspto-grants-2004_03
Patent number
US06713508B2

Reaction notes

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