Triethylamine → HCID 90091394, compound

HRID 923716Notes

Reaction equation

HRID 923716 reaction equation
[C:1]([O:5][C:6](=[O:18])[NH:7][C@H:8]([CH3:17])[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O)([CH3:4])([CH3:3])[CH3:2].[Cl-].[NH4+].C([N:23](CC)CC)C.B.[NH4+]>CC(C)[O-].CC(C)[O-].CC(C)[O-].CC(C)[O-].[Ti+4].O1CCCC1>[C:1]([O:5][C:6](=[O:18])[NH:7][C@H:8]([CH3:17])[CH:9]([NH2:23])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 12170937HCID 12170937, compoundHCID 178419230HCID 178419230, compound

Product 1

HCID 90091394HCID 90091394, compound

Reagents, catalysts & solvents 2

HCID 11026Titanium isopropoxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

In a reaction vessel that was vacuumed and then purged with argon, (R)-t-butyl[1-phenyl-1-oxopropan-2-yl]carbamate (0.75 g (3.0 mmol)) and ammonium chloride (0.24 g (4.5 mmol)) were placed. Then, dry tetrahydrofuran (15 mL) and triethylamine (0.63 mL (4.5 mmol)) was added to the reaction vessel, followed by titanium tetraisopropoxide (1.32 mL (4.5 mmol)). At room temperature, the reaction mixture was stirred for 8˜10 hrs. After addition of ammonium borane, the reaction mixture was again stirred for 8˜10 hrs.

Workup

  1. customIn a reaction vessel that was vacuumed
  2. stirringthe reaction mixture was again stirred for 8˜10 hrs

Sources & evidence

ORD record
ord-70e4c8bc81134a939da439c5b524a7f9
Source dataset
uspto-grants-2016_03
Patent number
US09278996B2

Reaction notes

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