Sarcosine methyl ester → methyl [[(3S)-3-({[(2S)-3-([1,1'-biphenyl]-4-ylsulfonyl)-1,3-thiazolidin-2-yl]carbonyl}amino)-3-phenylpropyl](methyl)amino]acetate

HRID 1964819Notes

Reaction equation

HRID 1964819 reaction equation
CS(O[CH2:6][CH2:7][C@H:8]([NH:15][C:16]([C@H:18]1[N:22]([S:23]([C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:28][CH:27]=2)(=[O:25])=[O:24])[CH2:21][CH2:20][S:19]1)=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=O)=O.[CH3:38][O:39][C:40](=[O:44])[CH2:41][NH:42][CH3:43]>>[CH3:38][O:39][C:40](=[O:44])[CH2:41][N:42]([CH2:6][CH2:7][C@H:8]([NH:15][C:16]([C@H:18]1[N:22]([S:23]([C:26]2[CH:27]=[CH:28][C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:30][CH:31]=2)(=[O:25])=[O:24])[CH2:21][CH2:20][S:19]1)=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:43]

Participants

3

Reactant 2

HCID 83545Sarcosine methyl esterHCID 60036776(3S)-3-({[(2S)-3-([1,1'-biphenyl]-4-ylsulfonyl)-1,3-thiazolidin-2-yl]carbonyl}amino)-3-phenylpropyl methanesulfonate2×

Product 1

HCID 60036806methyl [[(3S)-3-({[(2S)-3-([1,1'-biphenyl]-4-ylsulfonyl)-1,3-thiazolidin-2-yl]carbonyl}amino)-3-phenylpropyl](methyl)amino]acetate

Procedure

Following the general method A as outlined in Example 16, starting from (3S)-3-({[(2S)-3-([1,1′-biphenyl]-4-ylsulfonyl)-1,3-thiazolidin-2-yl]carbonyl}amino)-3-phenylpropyl methanesulfonate (Intermediate 9) and methyl(methylamino)acetate, the title compound was obtained in 98.9% purity by HPLC.

Sources & evidence

ORD record
ord-e3fd1710b830466f9372c45d78c40809
Source dataset
uspto-grants-2013_04
Patent number
US08415480B2

Reaction notes

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