Triethylamine → HCID 178487530, compound

HRID 259242Notes

Reaction equation

HRID 259242 reaction equation
[C:1]([O:5][C:6](=[O:15])[CH2:7][NH:8][CH2:9][CH:10]1[O:14][CH2:13][CH2:12][CH2:11]1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[N:23]#[N:24].Cl.[CH3:26][O:27][C:28]1[CH:37]=[C:36]2[C:31]([CH:32]=[CH:33][C:34]([S:38]([NH:41][C@H:42]([C:50](Cl)=[O:51])[CH2:43][CH2:44][CH2:45][NH:46][C:47](=[NH:49])[NH2:48])(=[O:40])=[O:39])=[CH:35]2)=[CH:30][CH:29]=1>C(Cl)(Cl)Cl>[N:23]#[N:24].[C:1]([O:5][C:6](=[O:15])[CH2:7][N:8]([C:50](=[O:51])[C@H:42]([CH2:43][CH2:44][CH2:45][NH:46][C:47](=[NH:48])[NH2:49])[NH:41][S:38]([C:34]1[CH:33]=[CH:32][C:31]2[C:36](=[CH:37][C:28]([O:27][CH3:26])=[CH:29][CH:30]=2)[CH:35]=1)(=[O:39])=[O:40])[CH2:9][CH:10]1[O:14][CH2:13][CH2:12][CH2:11]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13505723HCID 13505723, compoundHCID 178487525HCID 178487525, compound

Product 1

HCID 178487530HCID 178487530, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred solution of 3.0 g of N-tetrahydrofurfurylglycine tert-butyl ester and 5.6 ml of triethylamine in 80 ml of chloroform which was cooled in an ice bath, there was carefully added N2 -(7-methoxy-2-naphthalene-sulfonyl)-L-arginyl chloride hydrochloride obtained above. The reaction mixture was allowed to stand overnight at room temperature. The reaction mixture was washed twice with 20 ml of saturated sodium chloride solution and evaporated to dryness. The residue was dissolved in water-ethanol and adjusted to pH 12 with 5N NaOH to precipitate a solid. This was collected by filtration to give 4.8 g of N2 -(7-methoxy-2-naphthalenesulfonyl)-L-arginyl-N-tetrahydrofurfurylglycine tert-butyl ester.

Workup

  1. customobtained above
  2. washThe reaction mixture was washed twice with 20 ml of saturated sodium chloride solution
  3. customevaporated to dryness
  4. dissolutionThe residue was dissolved in water-ethanol
  5. customto precipitate a solid
  6. filtrationThis was collected by filtration

Sources & evidence

ORD record
ord-cabc44d181b440a6a983ec89007f7e73
Source dataset
uspto-grants-1977_07
Patent number
US04036955

Reaction notes

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