Triethylamine → HCID 131716684, compound

HRID 729108Notes

Reaction equation

HRID 729108 reaction equation
[NH2:1][CH:2]([C:11]1[CH:12]=[C:13]([CH:19]([CH3:23])[C:20]([OH:22])=[O:21])[CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=1.C(N(CC)CC)C.[C:31](ON1C(=O)CCC1=O)([O:33][CH2:34][CH:35]1[C:47]2[C:42](=[CH:43][CH:44]=[CH:45][CH:46]=2)[C:41]2[C:36]1=[CH:37][CH:38]=[CH:39][CH:40]=2)=[O:32]>CN(C=O)C>[C:31]([C:2]([NH2:1])([C:11]1[CH:12]=[C:13]([CH:19]([CH3:23])[C:20]([OH:22])=[O:21])[CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=1)([O:33][CH2:34][CH:35]1[C:36]2[C:41](=[CH:40][CH:39]=[CH:38][CH:37]=2)[C:42]2[C:47]1=[CH:46][CH:45]=[CH:44][CH:43]=2)=[O:32]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 134122N-(9-Fluorenylmethoxycarbonyloxy)succinimideHCID 70213478HCID 70213478, compound

Product 1

HCID 131716684HCID 131716684, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The 3-(α-amino-4-methoxybenzyl)-4-methoxyphenylpropionic acid (1.0 g,3.17 mmol) prepared in Example 4 was dissolved in 5 ml of DMF containing triethylamine (0.88 ml). To the solution, 1.28 g of Fmoc-OSu was added andthe mixture was stirred at room temperature for 1 hour. The solvent was evaporated in vacuo and 5% citric acid and ether were added to the residue. The resulting power was recrystallized from methanol and ether.

Workup

  1. customThe solvent was evaporated in vacuo and 5% citric acid and ether
  2. additionwere added to the residue
  3. customThe resulting power was recrystallized from methanol and ether

Sources & evidence

ORD record
ord-8e48371214be42caa06c68f02fea64b2
Source dataset
uspto-grants-1991_09
Patent number
US05051526

Reaction notes

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