Hydrochloric Acid → HCID 9850181, compound

HRID 2122021Notes

Reaction equation

HRID 2122021 reaction equation
C[O:2][C:3](=[O:38])[C@H:4]([NH:20][S:21]([C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][CH:31]=2)=[CH:26][CH:25]=1)(=[O:23])=[O:22])[C@H:5]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1)[C:6]1[S:7][CH:8]=[CH:9][N:10]=1.[OH-].[Li+].Cl>O.CO.C1COCC1>[CH3:37][O:36][C:33]1[CH:32]=[CH:31][C:30]([C:27]2[CH:26]=[CH:25][C:24]([S:21]([NH:20][C@H:4]([C@H:5]([O:11][CH2:12][C:13]3[CH:14]=[CH:15][C:16]([CH3:19])=[CH:17][CH:18]=3)[C:6]3[S:7][CH:8]=[CH:9][N:10]=3)[C:3]([OH:38])=[O:2])(=[O:23])=[O:22])=[CH:29][CH:28]=2)=[CH:35][CH:34]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 69882484HCID 69882484, compound

Product 1

HCID 9850181HCID 9850181, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

(2R,3S)-2-(4′-Methoxy-biphenyl-4-sulfonylamino)-3-(4-methyl-benzyloxy)-3-thiazol-2-propionic acid. The (2R,3S)-2-(4′-methoxy-biphenyl-4-sulfonylamino)-3-(4-methyl-benzyloxy)-3-thiazol-2-yl-propionic acid methyl ester 1f (550 mg, 1.00 mmol) is dissolved in water/methanol/THF (5 mL/5mL/5mL) and then lithium hydroxide (1 g, excess) is added. The resulting mixture is stirred overnight at room temperature. The reaction is acidified with 1N HCl and then the product precipitates out of solution to form a white powder. The product is filtered and the desired product is obtained as a white powder.

Workup

  1. customthe product precipitates out of solution
  2. customto form a white powder
  3. filtrationThe product is filtered

Sources & evidence

ORD record
ord-42387a2fc36e490c989a065f8536c550
Source dataset
uspto-grants-2004_02
Patent number
US06696456B1

Reaction notes

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