HCID 10585850, compound → HCID 178486635, compound

HRID 2420119Notes

Reaction equation

HRID 2420119 reaction equation
[C:1]([O:5][C:6](=[O:17])[C@H:7]([CH3:16])[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([CH3:4])([CH3:3])[CH3:2].[N:18]#[N:19].[CH3:20][O:21][C:22]1[CH:23]=[C:24]2[C:29](=[CH:30][C:31]=1[O:32][CH3:33])[CH:28]=[C:27]([S:34]([NH:37][C@H:38]([C:46](Cl)=[O:47])[CH2:39][CH2:40][CH2:41][NH:42][C:43](=[NH:45])[NH2:44])(=[O:36])=[O:35])[CH:26]=[CH:25]2>C(Cl)(Cl)Cl>[N:18]#[N:19].[C:1]([O:5][C:6](=[O:17])[C@H:7]([CH3:16])[N:8]([C:46](=[O:47])[C@H:38]([CH2:39][CH2:40][CH2:41][NH:42][C:43](=[NH:44])[NH2:45])[NH:37][S:34]([C:27]1[CH:26]=[CH:25][C:24]2[C:29](=[CH:30][C:31]([O:32][CH3:33])=[C:22]([O:21][CH3:20])[CH:23]=2)[CH:28]=1)(=[O:36])=[O:35])[CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 10585850HCID 10585850, compoundHCID 178486633HCID 178486633, compound

Product 1

HCID 178486635HCID 178486635, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred solution of 4.42 g of N-benzylalanine tert-butyl ester in 20 ml of chloroform was carefully added N2 -(6,7-dimethoxy-2-naphthylsulfonyl)-L-arginyl chloride obtained above. The reaction mixture was allowed to stand at room temperature for one hour. At the end of this period, the reaction mixture was washed twice with 20 ml of saturated sodium chloride solution and evaporated to dryness to give 2.50 g (83 percent) of N2 -(6,7-dimethoxy-2-naphthylsulfonyl)-L-arginyl-N-benzylalanine tert-butyl ester in the form of a powder. The flavianate; M.P. 168°-172° C (dec.)

Workup

  1. customobtained above
  2. washAt the end of this period, the reaction mixture was washed twice with 20 ml of saturated sodium chloride solution
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-8d9f20cce17d4246a6842d5a742b5d1a
Source dataset
uspto-grants-1978_08
Patent number
US04108986

Reaction notes

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