4-(3-phenylpropyl)benzoic acid → HCID 12990934, compound

HRID 1828002Notes

Reaction equation

HRID 1828002 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][C:10]2[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(CCCC2C=CC(CO)=CC=2)C=CC=CC=1.[N:36]([C@H:39]([CH2:43][C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)[C:40]([O-:42])=[O:41])=[C:37]=[O:38].[N-]=C=O.COC(=O)[C@H](CC1C=CC=CC=1)N>>[C:44]1([CH2:43][CH:39]([NH:36][C:37]([O:16][CH2:14][C:13]2[CH:12]=[CH:11][C:10]([CH2:9][CH2:8][CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[CH:18][CH:17]=2)=[O:38])[C:40]([OH:42])=[O:41])[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=1

Participants

5

Reactant 4

HCID 2357764-(3-phenylpropyl)benzoic acidHCID 23435430HCID 23435430, compoundHCID 86584107HCID 86584107, compoundHCID 86584108HCID 86584108, compound

Product 1

HCID 12990934HCID 12990934, compound

Procedure

3-Phenyl-2-[4-(3-phenyl-propyl)-benzyloxycarbonylamino]-propionic acid 168, mp. 134.8–135.2° C. was prepared from 4-(3-phenyl-propyl)-benzoic acid (commercially available from Aldrich) followed by reduction to [4-(3-phenyl-propyl)-phenyl ]-methanol, condensation with (R)-2-isocyanato-3-phenyl-propionate of formula 5 and hydrolysis as described for example in Example 1.

Sources & evidence

ORD record
ord-2efe3ee781894392bac6fab6b034b6a0
Source dataset
uspto-grants-2006_06
Patent number
US07056903B2

Reaction notes

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