1,8-디아자비사이클로[5.4.0]운덴센-7

1,8-디아자비사이클로[5.4.0]운덴센-7 속성

1,8-디아자비사이클로[5.4.0]운덴센-7 MSDS

1,8-Diazabicyclo[5.4.0]undec-7-ene

1,8-디아자비사이클로[5.4.0]운덴센-7 C화학적 특성, 용도, 생산

개요

DBU is a bicyclic amidine base. It is non-nucleophilic, sterically hindered, tertiary amine base in organic chemistry. It is reported to be superior to amine catalyst in Baylis-Hillman reaction.It promotes the methylation reaction of phenols, indoles and benzimidazoles with dimethyl carbonate under mild conditions.

화학적 성질

Colorless to yellow liquid

출처

Although all commercially available DBU is produced synthetically, it may also be isolated from the sea sponge Niphates digitalis.The biosynthesis of DBU has been proposed to begin with 1,6-hexanedial and 1,3-diaminopropane. 

용도

DBU may be used:

2. as catalyst for carboxylic acid esterification with dimethyl carbonate
4. in the synthesis of duocarmycin and CC-1065 analogs
6. as catalyst in aza-Michael addition and Knovenegal condensation reaction
8. as base for dehalogenation of halogenated Diels-Alder adducts and the resulting activated 2,4-dienones were subjected to regio- and stereo-directed Michael additions, using Yamamoto′s reagent (CH3Cu · BF3)
10. in a new synthesis of the ABCD ring system of Camptothecin
12. DBU may be used as an catalyst for the dissolution and activation of cellulose by a reversible reaction of its hydroxyl groups with carbon dioxide. This dissolved cellulose system can be derivatized to form cellulose mixed esters.
14. Used in a new synthesis of the ABCD ring system of Camptothecin.

일반 설명

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Synthesis

The synthesis of DBU is as follows:As a base, sodium hydroxide was used at a concentration of 25% by weight and 2.3 times molar equivalent. A stirrer was placed in a 100 mL screw tube, and 11.5 g (50 mmol) of DBU hydrochloride, 8.5 g of toluene and 18.5 g (116 mmol) of 25% sodium hydroxide aqueous solution were charged at room temperature. It was placed on a magnetic stirrer and mixed for 1 hour with stirring. The mixture was separated with a 100 mL separatory funnel to obtain 18.8 g of the upper layer containing DBU and 18.4 g of the lower layer of the aqueous layer. The upper layer portion was analyzed by gas chromatography and contained 31.9% by weight of DBU, and the yield was 6.0 g (39.4 mmol) in a yield of 78.8%.

Purification Methods

Fractionally distil DBU under vacuum. Also purify it by chromatography on Kieselgel and eluting with CHCl3/EtOH/25% aqueous NH3 (15:5:2) and checking by IR and MS. [Oediger et al. Chem Ber 99 2012 1962, Angew Chem, Int Ed Engl 6 76 1967, Guggisberg et al. Helv Chim Acta 61 1057 1978, Beilstein 23/5 V 271.]

1,8-디아자비사이클로[5.4.0]운덴센-7 준비 용품 및 원자재

원자재

준비 용품

1,8-디아자비사이클로[5.4.0]운덴센-7 공급 업체

공급자	전화	이메일	국가	제품 수	이점
CD Chemical Group Limited	+8615986615575	info@codchem.com	China	20356	58
Xiamen AmoyChem Co., Ltd	+86-592-6051114 +8618959220845	sales@amoychem.com	China	6387	58
Nanjing Sinoda Biological Technology Co., Ltd	+8613401983379	sales@njmcn.cn	CHINA	74	58
Shandong Believe Chemical PTE.LTD	+86-18553607090 +8618553607090	1093908296@qq.com	China	1684	58
Hebei Guanlang Biotechnology Co,.LTD	+8619930503252	daisy@crovellbio.com	China	5964	58
Zibo Hangyu Biotechnology Development Co., Ltd	+86-0533-2185556 +8617865335152	Mandy@hangyubiotech.com	China	11013	58
Henan Fengda Chemical Co., Ltd	+86-371-86557731 +86-13613820652	info@fdachem.com	China	7613	58
Shandong Juchuang Chemical Co., LTD	+86-18885615001 +86-18885615001	admin@juchuangchem.com	China	387	58
airuikechemical co., ltd.	+undefined86-15315557071	sales02@airuikechemical.com	China	994	58
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	sales@capotchem.com	China	29797	60

1,8-디아자비사이클로[5.4.0]운덴센-7 관련 검색: