Hydrochloric Acid → HCID 73056590, compound

HRID 1055430Notes

Reaction equation

HRID 1055430 reaction equation
[ClH:1].CCOCC.[CH2:7]([N:14]1[C:20](=[O:21])[CH:19]([NH:22][C:23](=[O:35])[C@@H:24]([N:26](C)[C:27](=O)OC(C)(C)C)[CH3:25])[CH2:18][S:17][C:16]2[CH:36]=[CH:37][CH:38]=[CH:39][C:15]1=2)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>CO>[ClH:1].[CH2:7]([N:14]1[C:20](=[O:21])[CH:19]([NH:22][C:23](=[O:35])[C@@H:24]([NH:26][CH3:27])[CH3:25])[CH2:18][S:17][C:16]2[CH:36]=[CH:37][CH:38]=[CH:39][C:15]1=2)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 131736355HCID 131736355, compound

Product 1

HCID 73056590HCID 73056590, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1 M HCl in Et2O (2 mL, 2.00 mmol, Eq: 26.7) was added to a solution of tert-butyl (S)-1-(5-benzyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-1-oxopropan-2-yl(methyl)carbamate (35 mg, 75 μmol, Eq: 1.00) in MeOH (1 mL). After 2 h at RT, the mixture was stored in a freezer overnight, removed from the freezer and stirred an additional 2 h at RT. The mixture was concentrated, the residue dissolved in MeCN/H2O, and lyophilized to afford the title compound (25 mg, 83%). MS m/z 370.0 (MH+)

Workup

  1. waitthe mixture was stored in a freezer overnight
  2. customremoved from the freezer
  3. concentrationThe mixture was concentrated
  4. dissolutionthe residue dissolved in MeCN/H2O

Sources & evidence

ORD record
ord-15965d1e5fbe4c8992a2ed0753326f89
Source dataset
uspto-grants-2016_07
Patent number
US09394263B2

Reaction notes

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