Nitidine chloride

Nitidine chloride 속성

Nitidine chloride C화학적 특성, 용도, 생산

개요

This quaternary alkaloid occurs primarily in Zanthoxylum nitidum (Lam.) DC but has also been found in several species of Fagara. It is normally isolated as the chloride which forms bright yellow needles when recrystallized from EtOH-HCl. The crystals decompose on heating to 240°C yielding a product having m.p. 285-6°C. The iodide also forms yellow needles and undergoes a similar trans_x0002_formation at the same temperature to yield a product with the same melting point, possibly identical to that obtained from the chloride. The crystalline acetate, m.p. 255-260°C and the pseudocyanide, m.p. 215-6°C and decomposing completely at 234°C in vacuo have also been prepared. A periodide, which fonns chocolate-brown needles when crystallized from Me2CO, m.p. 300-1 °c (dec.) is useful for characterizing the base.

제조 방법

A solution of 1555 (0.102 g, 0.278 mmol) and triphosgene (0.179 g, 0.602 mmol) in acetonitrile (2.5 mL) was stirred at 60 C° (bath temperature) for 0.5 h. After the addition of ice/water, a yellow precipitate was collected by filtration and recrystallized from ethanol/diethyl ether to directly afford nitidine chloride (0.098 g, 91%); mp 285–292 C°.

An isocyano group can serve as both a protecting group for the amino function, and, due to its electronic effect, as an activating group as well. These two functionalities are employed in a synthetic route whereby an amino function has to be protected and a condensation reaction is performed at the a-carbon atom, for which activation is required.
3,4-Fused tryptophan analogues 1563 and 1564 contain a ring that bridges the a-carbon and the 4-position of the indole ring, thus limiting the conformational flexibility of the side chain. The synthesis proceeds from N-formylated 40-bromotryptophan 1558 via isocyanide 1559, 2-propenoate 1560, and Pd-catalyzed cyclization of the a-2-propenyl dl-tryptophan derivatives 1561 and 1562 to give both the seven- and eight-membered constrained ring analogues 1564 and 1563. Dehydration of the formamide 1558 with triphosgene affords the isocyanide 1559 in 75% (87%) yield.

참고 문헌

Arthur, Hui, Ng., Chern. Ind., 1514 (1958)
Arthur, Hui, Ng.,J. Chern. Soc., 1840 (1959)
Kuck, Albonico, Deulofeu., Chern. Ind., 945 (1966)

Nitidine chloride 준비 용품 및 원자재

원자재

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Nitidine chloride 공급 업체

공급자	전화	이메일	국가	제품 수	이점
Chengdu GLP biotechnology Co Ltd	028-87075086 13350802083	scglp@glp-china.com	CHINA	1824	58
Shaanxi Haibo Biotechnology Co., Ltd	+undefined18602966907	qinhe02@xaltbio.com	China	1000	58
Nanjing ChemLin Chemical Industry Co., Ltd.	025-83697070	product@chemlin.com.cn	CHINA	3012	60
Shanghai Zheyan Biotech Co., Ltd.	18017610038	zheyansh@163.com	CHINA	3620	58
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Chengdu Biopurify Phytochemicals Ltd.	+8618080483897	sales@biopurify.com	China	3424	58
Nanjing Dolon Biotechnology Co.,Ltd.	18905173768	sales@dolonchem.com	CHINA	2972	58
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28180	58
Xi'an Kono chem co., Ltd.,	029-86107037 13289246953	info@konochemical.com	China	2995	58
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19553	58

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