Diisopropylethylamine → HCID 68443966, compound

HRID 1022419Notes

Reaction equation

HRID 1022419 reaction equation
[C:1]([O:5][C:6](=[O:40])[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](ON2C(=O)CCC2=O)=[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].[NH2:41][C@H:42]([C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])[CH2:43][CH2:44][C:45](=[O:47])[OH:46].CCN(C(C)C)C(C)C>CN(C=O)C>[C:1]([O:5][C:6](=[O:40])[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:31])[NH:41][C@H:42]([C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])[CH2:43][CH2:44][C:45]([OH:46])=[O:47])[CH:17]=[C:9]([C:10]([O:12][C:13]([CH3:15])([CH3:16])[CH3:14])=[O:11])[CH:8]=1)([CH3:3])([CH3:2])[CH3:4]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 1175051-(1,1-Dimethylethyl) hydrogen L-glutamateHCID 86630519HCID 86630519, compound

Product 1

HCID 68443966HCID 68443966, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 5-[9-(2,5-Dioxo-pyrrolidin-1-yloxycarbonyl)-nonyloxy]-isophthalic acid di-tert-butyl ester (62 mg, 0.11 mmol) in dry DMF (1 ml), H-Glu-OtBu (0.027 g, 0.13 mmol) and DIPEA (0.05 ml) was added. The mixture was stirred over night under nitrogen for 4 h. The mixture was concentrated. The residue was redissolved in EtOAc and washed with 0.1 N HCl (2×), brine (1×), dried (Na2SO4) and concentrated to give a syrup.

Workup

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

Sources & evidence

ORD record
ord-519203af397640e78f173f66a479e7e7
Source dataset
uspto-grants-2014_05
Patent number
US08722620B2

Reaction notes

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