Diisopropylethylamine → HCID 86630519, compound

HRID 1022418Notes

Reaction equation

HRID 1022418 reaction equation
[C:1]([O:5][C:6](=[O:33])[C:7]1[CH:19]=[C:18]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])[CH:17]=[C:9]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH:8]=1)([CH3:4])([CH3:3])[CH3:2].[B-](F)(F)(F)F.CN(C(O[N:47]1[C:52](=[O:53])[CH2:51][CH2:50][C:48]1=[O:49])=[N+](C)C)C.CCN(C(C)C)C(C)C>C1COCC1>[C:1]([O:5][C:6](=[O:33])[C:7]1[CH:19]=[C:18]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([O:32][N:47]2[C:52](=[O:53])[CH2:51][CH2:50][C:48]2=[O:49])=[O:31])[CH:17]=[C:9]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH:8]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 98575222-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborateHCID 684432455-(9-Carboxy-nonyloxy)-isophthalic Acid Di-tert-butyl Ester

Product 1

HCID 86630519HCID 86630519, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-(9-Carboxy-nonyloxy)-isophthalic acid di-tert-butyl ester (156 mg, 0.34 mmol) in dry THF (2 ml) was added TSTU (125 mg) and DIPEA (0.08 ml). The mixture was stirred under nitrogen over night. The mixture was concentrated. The residue was redissolved in EtOAc and filtered. The filtrate was washed with 0.1N HCl (2×), and brine (1×), dried (Na2SO4) and concentrated to give a clear syrup.

Workup

  1. concentrationThe mixture was concentrated
  2. dissolutionThe residue was redissolved in EtOAc
  3. filtrationfiltered
  4. washThe filtrate was washed with 0.1N HCl (2×), and brine (1×)
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated
  7. customto give a clear syrup

Sources & evidence

ORD record
ord-896b0a38e55446c48d3b0592f6dbd555
Source dataset
uspto-grants-2014_05
Patent number
US08722620B2

Reaction notes

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