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1619-34-7 - 3-Quinuclidinol, 98+% - 1-Azabicyclo[2.2.2]octan-3-ol - 3-Hydroxyquinuclidine - B21503 - Alfa Aesar

B21503 3-Quinuclidinol, 98+%

CAS 번호
1619-34-7
동의어
1-Azabicyclo[2.2.2]octan-3-ol
3-Hydroxyquinuclidine

사이즈 가격 ($) 수량 재고 여부
5g 32.60
25g 105.00
100g 322.00
장바구니에 추가 대량 견적에 추가 항목 보기

3-Quinuclidinol, 98+%

MDL
MFCD00151326
EINECS
216-578-4

화학적 특성

화학식
C7H13NO
화학 식량
127.19
융점
217-224°
감도
Air Sensitive
용해도
Soluble in water.

용도

3-Quinuclidinol acts as a chiral building block for various antimuscarinic agents and other active pharmaceutical ingredients. It serves as a catalyst for condensation of methyl vinyl ketone with aldehydes. It is also used as a reagent for cleavage of beta-keto and vinylogous beta-keto esters. Further, it plays an important role as a synthon in the preparation of cholinergic receptor ligands and anesthetics. In addition to this, it is used in chemoselective alfa-iodination of acrylic esters through Morita-Baylis-Hillman reaction.

참고

Incompatible with oxidizing agents.

참조 문헌

Reagent for selective cleavage of ß-keto esters to ketones in high yield: Synth. Commun., 5, 341 (1975). Geminal diesters are converted to monoesters in high yield under similar conditions: J. Org. Chem., 41, 208 (1976).

Superior catalyst for the Baylis-Hillman reaction: the addition of acrylic esters to aldehydes, often very slow (4-7 days) with the usual catalyst 1,4-Diazabicyclo[2.2.2]octane, A14003, is much faster (<1 day) in the presence of quinuclidinol: Synth. Commun., 18, 495 (1988); Tetrahedron Lett., 32, 5611 (1991). For more recent discussion and methodology, see: J. Org. Chem., 67, 510 (2002); 68, 692 (2003). For reviews of the Baylis-Hillman reaction, see: Tetrahedron, 44, 4653 (1988); 52, 8001 (1996). The rate of addition of enones to aldehydes is similarly enhanced: Synth. Commun., 18, 495 (1988); 19, 959 (1989).

Tanokura, M.; Miyakawa, T.; Guan, L.; Hou, F. Structural analysis of enzymes used for bioindustry and bioremediation. Biosci. Biotechnol., Biochem. 2015, 79 (9), 1391-1401.

Kim, H. Y.; Shieh, W. C.; Prashad, M. 3-Quinuclidinol as a nucleophilic catalyst for the cyanation of 2-chloropyrimidines. Tetrahedron Lett. 2014, 55 (36), 5055-5057.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

주의 설명서: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

Merck
14,8082
바일슈타인
104327
위험 등급
8
포장 그룹
III
통합 관세 코드
2933.39
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
VD6191700

권장

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화학물질

화학물질

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