Triethylamine → HCID 178472718, compound

HRID 616359Notes

Reaction equation

HRID 616359 reaction equation
[CH2:1]([O:3][C:4](=[O:12])[CH2:5][NH:6][CH2:7][CH:8]([O:10][CH3:11])[CH3:9])[CH3:2].C(N(CC)CC)C.[N:20]#[N:21].[CH3:22][O:23][C:24]1[CH:25]=[C:26]2[C:31](=[CH:32][C:33]=1[O:34][CH3:35])[CH:30]=[C:29]([S:36]([NH:39][C@H:40]([C:48](Cl)=[O:49])[CH2:41][CH2:42][CH2:43][NH:44][C:45](=[NH:47])[NH2:46])(=[O:38])=[O:37])[CH:28]=[CH:27]2>C(Cl)(Cl)Cl>[N:20]#[N:21].[CH2:1]([O:3][C:4](=[O:12])[CH2:5][N:6]([C:48](=[O:49])[C@H:40]([CH2:41][CH2:42][CH2:43][NH:44][C:45](=[NH:46])[NH2:47])[NH:39][S:36]([C:29]1[CH:28]=[CH:27][C:26]2[C:31](=[CH:32][C:33]([O:34][CH3:35])=[C:24]([O:23][CH3:22])[CH:25]=2)[CH:30]=1)(=[O:38])=[O:37])[CH2:7][CH:8]([O:10][CH3:11])[CH3:9])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20369646N-(2-methoxypropyl)glycine ethyl esterHCID 178486633HCID 178486633, compound

Product 1

HCID 178472718HCID 178472718, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a stirred solution of 1.3 g of N-(2-methoxypropyl)glycine ethyl ester and 1.7 ml of triethylamine in 50 ml of chloroform, which was cooled in an ice-salt bath, was added in portions N2 -(6, 7-dimethoxy-2-naphthylsulfonyl)-L-arginyl chloride which was obtained in Example 3. The reaction mixture was stirred overnight at room temperature. At the end of this period, 50 ml of chloroform was added and the chloroform solution was washed twice with 50 ml of saturated sodium chloride solution, dried over anhydrous sodium sulfate and evaporated in vacuo. The oily residue was washed with ether to give 2.4 g of powdery N2 -(6, 7-dimethoxy-2-naphthylsulfonyl)-L-arginyl-N-(2-methoxypropyl)glycine ethyl ester.

Workup

  1. customwas obtained in Example 3
  2. washthe chloroform solution was washed twice with 50 ml of saturated sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated in vacuo
  5. washThe oily residue was washed with ether

Sources & evidence

ORD record
ord-5e4b51a86e2340dda22be4e0365cbc5b
Source dataset
uspto-grants-1978_02
Patent number
US04073892

Reaction notes

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