1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178445998, compound

HRID 1248626Notes

Reaction equation

Cl.C([O:6][CH:7](OCCCC)[C@H:8]([CH2:35][CH2:36][CH2:37][NH:38][C:39](=[NH:41])[NH2:40])[NH:9][C:10](=[O:34])[C@H:11]([CH2:30][CH:31]([CH3:33])[CH3:32])[NH:12][C:13](=[O:29])[C@H:14]([CH2:24][CH2:25][CH2:26][CH2:27][NH2:28])[NH:15][C:16](=[O:23])[C@@H:17]1[CH2:21][CH2:20][C:19](=[O:22])[NH:18]1)CCC.O1CCN(C(S(O)(=O)=O)C)CC1.C(N=C=NCCCN(C)C)C>O1CCOCC1>[NH:18]1[C:19](=[O:22])[CH2:20][CH2:21][C@H:17]1[C:16]([NH:15][C@H:14]([C:13]([NH:12][C@H:11]([C:10]([NH:9][C@H:8]([CH:7]=[O:6])[CH2:35][CH2:36][CH2:37][NH:38][C:39](=[NH:40])[NH2:41])=[O:34])[CH2:30][CH:31]([CH3:32])[CH3:33])=[O:29])[CH2:24][CH2:25][CH2:26][CH2:27][NH2:28])=[O:23]

Participants

Conditions

Temperature: 37 °C

Procedure

270 mg of L-pyroglutamyl-L-lysyl-L-leucyl-L-argininal dibutyl acetal hydrochloride obtained in Example 1(c) was suspended in a mixed solution of 78 ml of 0.1M morpholinoethanesulfonic acid and 78 ml of dioxane. To this suspension, with its pH adjusted to 5.0, were added 30 ml of CM-Biogel® A (100-200 meshes) (a product of Bio-Rad Lab.) and then portionwise 3 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide for a period of one hour under stirring. The resulting solution was further stirred at 37° C. for 24 hours. After the completion of the reaction, the obtained resin was washed with water and hydrolyzed with a 0.2M sodium citrate buffer solution of pH 2.5 at 40° C. for 70 hours. There was obtained 30 ml of pyroglutamyl-lysyl-leucyl-argininal-CM-Biogel® A.

Workup

additionwere added 30 ml of CM-Biogel® A (100-200 meshes) (a product of Bio-Rad Lab
customAfter the completion of the reaction
washthe obtained resin was washed with water and hydrolyzed with a 0.2M sodium citrate buffer solution of pH 2.5 at 40° C. for 70 hours

Sources & evidence

ORD record: ord-dbcd277a2b4d4437bd979936d41a85ed
Source dataset: uspto-grants-1985_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04525465

Reaction notes

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