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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1637362Generated: October 26, 2026

Triethylamine hydrochloride → HCID 178501433, compound

https://huagongshe.com/reaction/1637362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantSodium AzideHCID 33557—
ReactantMethyl (2S)-2-benzyloxycarbonylamino-4-cyanobutyrateHCID 11000307—
SolventTolueneHCID 1140—
ProductHCID 178501433HCID 17850143375.8%

Reaction Conditions

Temperature82.5 °C

Reaction Steps

Into the same device as used in Example 1 were placed 77.3 g (0.28 mole) of methyl (2S)-2-benzyloxycarbonylamino-4-cyanobutyrate, 27.3 g (0.42 mole) of sodium azide, 57.7 g (0.42 mole) of triethylamine hydrochloride and 280 ml of toluene. Thereafter, the mixture was heated to a temperature of 82 to 83° C. to undergo a reaction for 24 hours. Subsequently the same procedure as in Example 1 was repeated, and crystals were collected by filtration. Further, the crystals were recrystallized from methanol and water, filtered and dried, giving 67.7 g (0.21 mole) of methyl (2S)-2-benzyloxycarbonylamino-4-(tetrazole-5-yl)butyrate (yield 75.8% based on methyl (2S)-2-benzyloxycarbonylamino-4-cyanobutyrate). The reaction is illustrated below with chemical formulas: ##STR27##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06040454
Source datasetuspto-grants-2000_03
ORD IDord-357d05f249074476b8459304e2e84659
Source noteuspto-grants-2000_03