Triethylamine → HCID 131713844, compound

HRID 1632395Notes

Reaction equation

HRID 1632395 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:6]([NH:8][C@H:9]([C:16]([NH:18]N)=[O:17])[CH2:10][C:11]1N=CN[CH:12]=1)=[O:7])[C@@H:3](C)[OH:4].Cl.[O:31]1CCO[CH2:33][CH2:32]1.[N+]([O-])([O:39][CH2:40][CH2:41]C(C)C)=O.[CH2:46](N(CC)CC)C>CN(C)C=O>[NH2:1][C@H:2]([C:6]([NH:8][C@H:9]([C:16]([NH:18][CH2:33][C:32]([O:39][CH2:40][CH3:41])=[O:31])=[O:17])[CH2:10][CH:11]([CH3:12])[CH3:46])=[O:7])[CH2:3][OH:4]

Participants

6

Reactant 4

HCID 8471Triethylamine2×HCID 10985Isoamyl nitrateHCID 204431481,4-Dioxane hydrochlorideHCID 178462343HCID 178462343, compound

Product 1

HCID 131713844HCID 131713844, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

2.54 Grams of Z-Thr-His-NHNH2 was dissolved in 20 ml of dimethylformamide and 4.19 ml of 6N-hydrochloric acid/dioxane, after cooled the mixture to -15° C., then 0.84 ml of isoamyl nitrate was added thereto and stirred for 5 minutes. Then 3.51 ml of triethylamine was added to neutralize the reaction mixture. This reaction mixture was added into 20 ml of a dimethylformamide solution containing the above obtained H-Ser-Leu-Gly-OC2H5 and 0.79 ml of triethylamine, and stirred at 4° C. for 20 hours. After removal of dimethylformamide by distillation, the residue thus obtained was extracted with butanol, the extract was washed with water. The solvent was removed by distillation, and recrystallized from methanol-ethyl acetate to obtain 4.31 g of Z-Thr-His-Ser-Leu-Gly-OC2H5.

Workup

  1. additioncontaining the

Sources & evidence

ORD record
ord-3b7c857f1de349c69fb1923152bc1d1a
Source dataset
uspto-grants-1984_10
Patent number
US04474754

Reaction notes

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