Dicyclohexylcarbodiimide → HCID 54373883, compound

HRID 1249222Notes

Reaction equation

HRID 1249222 reaction equation
[CH2:1]([O:8][C:9](=[O:30])[CH2:10][C@H:11]([NH2:29])[C:12](=[O:28])[NH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:31]([NH:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][C:40]([NH:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][C:48](O)=[O:49])=[O:41])(=[O:33])[CH3:32].C1CCC(N=C=NC2CCCCC2)CC1>C(Cl)Cl>[CH2:1]([O:8][C:9](=[O:30])[CH2:10][C@H:11]([NH:29][C:48](=[O:49])[CH2:47][CH2:46][CH2:45][CH2:44][CH2:43][NH:42][C:40](=[O:41])[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][NH:34][C:31](=[O:33])[CH3:32])[C:12](=[O:28])[NH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 2022515497976-48-2HCID 53877148HCID 53877148, compound

Product 1

HCID 54373883HCID 54373883, compoundYield 7.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.1 g of (S)-3-amino-3-tetradecylcarbamoylpropionic acid benzyl ester and 1.5 g of 6-(6-acetamidohexanamido)hexanoic acid were mingled in 10 ml of methylene chloride and after adding thereto 1.1 g of DCC and treating the mixture in the same manner as in Example 26, the product was subjected to silica gel column chromatography, and was eluted with methanol-chloroform (1:3 by v/v ratio) to provide 250 mg of (s)-3-[6-(6-acetamidohexanamido)hexanamido]-3-tetradecylcarbamoylpropionic acid benzyl ester.

Workup

  1. additionafter adding
  2. washwas eluted with methanol-chloroform (1:3 by v/v ratio)

Sources & evidence

ORD record
ord-3329899339e546fcba5c7b2d06700c11
Source dataset
uspto-grants-1986_12
Patent number
US04629736

Reaction notes

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