(S)-2-Acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-propionic Acid Tert-butyl Ester → (S)-2-Acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-propionic Acid

HRID 660638Notes

Reaction equation

HRID 660638 reaction equation
C([O:5][C:6](=[O:35])[C@@H:7]([NH:31][C:32](=[O:34])[CH3:33])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:19][C:18](=[O:20])[NH:17][S:16]2(=[O:22])=[O:21])=[C:11]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:10]=1)(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[C:32]([NH:31][C@@H:7]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:19][C:18](=[O:20])[NH:17][S:16]2(=[O:22])=[O:21])=[C:11]([O:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:10]=1)[C:6]([OH:35])=[O:5])(=[O:34])[CH3:33]

Participants

3

Reactant 1

HCID 68838040(S)-2-Acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-propionic Acid Tert-butyl Ester

Product 1

HCID 68838960(S)-2-Acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-propionic Acid

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution of (S)-2-acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-propionic acid tert-butyl ester (100 mg) in TFA/methylene chloride (1:1) is stirred at RT for 20 min. The solvent is removed under reduced pressure to give the title compound.

Workup

  1. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-aaa9ebaf3bbc479e8bb399add8efd1f8
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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