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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1632436Generated: November 3, 2026

Isoamyl Nitrite → Azide

https://huagongshe.com/reaction/1632436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsoamyl NitriteHCID 8053—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
ReactantHCID 131713895HCID 131713895—
ReactantHCID 178427529HCID 178427529—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
SolventHexamethylphosphoramideHCID 12679—
ProductAzideHCID 33558—
ProductHCID 131713894HCID 131713894—

Reaction Conditions

Temperature4 °C

Reaction Steps

159 Milligrams of Z-Met-Ser-NHNH2 was dissolved in 5 ml of dimethylformamide and 0.21 ml of 6N-HCl/dioxane, then by using 0.055 ml of isoamyl nitrite and 0.17 ml of triethylamine, an azide product was prepared by a method similar to that described in Reference example 1, this reaction mixture was added to a mixture of 300 mg of H-Tyr-Asn-Leu-Leu-Gly-Phe-Leu-Gln-Arg(Tos)-Ser-Ser-OH, 5 ml of dimethylformamide and 5 ml of hexamethylphosphoric triamide, then the whole mixture was stirred at 4° C. for 24 hours. Further, 318 mg of Z-Met-Ser-NHNH2 was added thereto and stirred at 4° C. for 72 hours. By a method similar to that described in Example 4 (a), purification was conducted to obtain Z-Met-Ser-Tyr-Asn-Leu-Leu-Gly-Phe-Leu-Gln-Arg(Tos)-Ser-Ser-OH.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04474754
Source datasetuspto-grants-1984_10
ORD IDord-06f75444d4444bd0a890be223c926435
Source noteuspto-grants-1984_10