methyl (2S)-2-amino-4-(methylsulfanyl)butanoate → [4-Hydroxymethyl-2-phenylbenzoyl]methionine methyl ester

HRID 325215Notes

Reaction equation

HRID 325215 reaction equation
[OH:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:4]=1.[CH3:18][O:19][C:20](=[O:27])[C@H:21]([CH2:23][CH2:24][S:25][CH3:26])[NH2:22]>>[CH3:18][O:19][C:20](=[O:27])[C@H:21]([CH2:23][CH2:24][S:25][CH3:26])[NH:22][C:7](=[O:9])[C:6]1[CH:10]=[CH:11][C:3]([CH2:2][OH:1])=[CH:4][C:5]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 64684methyl (2S)-2-amino-4-(methylsulfanyl)butanoateHCID 234364204-Hydroxymethyl-2-phenylbenzoic acid

Product 1

HCID 20622833[4-Hydroxymethyl-2-phenylbenzoyl]methionine methyl ester

Procedure

The resultant product from Example 16C is coupled to methionine methyl ester according to the procedure of Example 1C to give the title compound.

Sources & evidence

ORD record
ord-fb31e3c79bc846f092dcd7a738749e90
Source dataset
uspto-grants-2001_04
Patent number
US06221865B1

Reaction notes

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