(R)-beta-aminophenethyl alcohol → 3-([1,1'-biphenyl]-4-ylsulfonyl)-N-[(1R)-2-hydroxy-1-phenylethyl]-1,3-thiazolidine-2-carboxamide

HRID 1964812Notes

Reaction equation

HRID 1964812 reaction equation
[C:1]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:6]=[CH:5][C:4]([S:7]([N:10]2[CH2:14][CH2:13][S:12][CH:11]2[C:15](O)=[O:16])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[NH2:24][C@H:25]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH2:26][OH:27]>>[C:1]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:2]=[CH:3][C:4]([S:7]([N:10]2[CH2:14][CH2:13][S:12][CH:11]2[C:15]([NH:24][C@H:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:26][OH:27])=[O:16])(=[O:9])=[O:8])=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 2724025(R)-beta-aminophenethyl alcoholHCID 574232213-(Biphenyl-4-ylsulfonyl)-1,3-thiazolidine-2-carboxylic acid2×

Product 1

HCID 600367653-([1,1'-biphenyl]-4-ylsulfonyl)-N-[(1R)-2-hydroxy-1-phenylethyl]-1,3-thiazolidine-2-carboxamide

Procedure

Following the general strategies and protocols outlined in Example 1, starting from 3-([1,1′-biphenyl]-4-ylsulfonyl)-1,3-thiazolidine-2-carboxylic acid (Intermediate 8) and commercial (2R)-2-amino-2-phenylethanol, the title compound was obtained in 98% purity by HPLC.

Sources & evidence

ORD record
ord-533c205a527f47fbb7487a698f5b2f35
Source dataset
uspto-grants-2013_04
Patent number
US08415480B2

Reaction notes

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