Trifluoroacetic acid → Methyl (2s)-3-amino-2-[({2,6-dimethyl-4-[3-(n-{2-[(phenylmethoxy)carbonylamino]ethyl}carbamoyl)propoxy]phenyl}sulfonyl)amino]propanoate trifluoroacetate

HRID 1672097Notes

Reaction equation

HRID 1672097 reaction equation
C(OC([NH:8][CH2:9][C@H:10]([NH:15][S:16]([C:19]1[C:24]([CH3:25])=[CH:23][C:22]([O:26][CH2:27][CH2:28][CH2:29][C:30](=[O:45])[NH:31][CH2:32][CH2:33][NH:34][C:35]([O:37][CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[O:36])=[CH:21][C:20]=1[CH3:46])(=[O:18])=[O:17])[C:11]([O:13][CH3:14])=[O:12])=O)(C)(C)C.[F:47][C:48]([F:53])([F:52])[C:49]([OH:51])=[O:50]>C(Cl)Cl>[F:47][C:48]([F:53])([F:52])[C:49]([OH:51])=[O:50].[NH2:8][CH2:9][C@H:10]([NH:15][S:16]([C:19]1[C:24]([CH3:25])=[CH:23][C:22]([O:26][CH2:27][CH2:28][CH2:29][C:30](=[O:45])[NH:31][CH2:32][CH2:33][NH:34][C:35]([O:37][CH2:38][C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=2)=[O:36])=[CH:21][C:20]=1[CH3:46])(=[O:17])=[O:18])[C:11]([O:13][CH3:14])=[O:12]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59033702DPC-AG1166-00 (L-Isomer)

Product 1

HCID 67343702Methyl (2s)-3-amino-2-[({2,6-dimethyl-4-[3-(n-{2-[(phenylmethoxy)carbonylamino]ethyl}carbamoyl)propoxy]phenyl}sulfonyl)amino]propanoate trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 22 was dissolved in CH2Cl2:Trifluoroacetic acid and stirred at room temperature for 30 min under nitrogen, after which it was concentrated, evaporated 6×CH2Cl2, and dried under high vacuum to afford 23 (pale yellow oil, 3.14 g). This was used as is in Step 17.

Workup

  1. concentrationafter which it was concentrated
  2. customevaporated 6×CH2Cl2
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-a12f586b50fa4edba95b1c6ea47d82ac
Source dataset
uspto-grants-2011_08
Patent number
US07998462B2

Reaction notes

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