Trifluoroacetic acid → HCID 68996297, compound

HRID 660588Notes

Reaction equation

HRID 660588 reaction equation
C(OC(=O)[NH:7][C@@H:8]([CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:20][C:19](=[O:21])[N:18]([CH2:22][CH2:23][Si:24]([CH3:27])([CH3:26])[CH3:25])[S:17]2(=[O:29])=[O:28])=[C:12]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:11]=1)(C)(C)C.C(OC(=O)N[C@@H](CC1C=CC=CC=1)CC1C=CC(N2CC(=O)NS2(=O)=O)=C(O)C=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][C@@H:8]([CH2:38][C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1)[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[S:17](=[O:29])(=[O:28])[N:18]([CH2:22][CH2:23][Si:24]([CH3:25])([CH3:26])[CH3:27])[C:19](=[O:21])[CH2:20]2)=[C:12]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:11]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 57777369HCID 57777369, compoundHCID 68997821HCID 68997821, compound

Product 1

HCID 68996297HCID 68996297, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ((S)-1-benzyl-2-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-ethyl)-carbamic acid tert-butyl ester (intermediate from Example 60) (510 mg, 0.78 mmol) in methylene chloride (5 mL) is added TFA (2 mL) and the mixture is stirred at RT for 5 h. The solvent is removed under reduced pressure to give the title compound. This material is used directly in the next reaction.

Workup

  1. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-e823b0040ca649fbb081c9d1e3ff9f6a
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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