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87-91-2 - (+)-Diethyl L-tartrate, 98% - L-Tartaric acid diethyl ester - A10641 - Alfa Aesar

A10641 (+)-Diethyl L-tartrate, 98%

CAS 번호
87-91-2
동의어
L-Tartaric acid diethyl ester

사이즈 가격 ($) 수량 재고 여부
100g 38.20
250g 84.30
500g 151.00
1000g 245.00
장바구니에 추가 대량 견적에 추가 항목 보기

(+)-Diethyl L-tartrate, 98%

MDL
MFCD00009143
EINECS
201-783-3

화학적 특성

화학식
C8H14O6
화학 식량
206.19
융점
17°
비등점
280°
인화점
93°(199°F)
밀도
1.205
굴절률
1.4460
용해도
Fully miscible in water.

용도

(+)-Diethyl L-tartrate is used as a chiral auxiliary in the Sharpless enantioselective epoxidation of allylic alcohols, for Sharpless-type enantioselective oxidation of sulfides to sulfoxides and as a chiral auxiliary in the enantioselective construction of cyclopropanes from allylic alcohols by an asymmetric Simmons-Smith reaction. It is also used as a chiral reagent in a host of chemical reactions, such as the synthesis of isoquinoline alkaloids and arundic acid, which has been used in acute ischemic stroke therapy.

참고

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents.

참조 문헌

Peter Somfai. An enantioselective total synthesis of (+)-altholactone from diethyl L-tartrate. Tetrahedron. 1994, 50, (38), 11315-11320.

Woo-Wha Lee.; Sukbok Chang. A new and concise synthetic route to an enantiopure (+)-conduritol-E derivative from diethyl l-tartrate. Tetrahedron: Asymmetry. 1999, 10 (23), 4473-4475.

For use as a chiral auxiliary in the Sharpless enantioselective epoxidation of allylic alcohols, see tert-Butyl­ hydroperoxide, A13926. For Sharpless-type enantioselective oxidation of sulfides to sulfoxides, see: Org. Synth. Coll., 8, 464 (1993).

For use as a chiral auxiliary in the enantioselective construction of cyclopropanes from allylic alcohols by an asymmetric Simmons-Smith reaction, see: Chem. Lett., 61 (1992). For a review of the use of tartrate esters as chiral auxiliaries, e.g. in the Simmons-Smith reaction and in 1,3-dipolar cycloaddition reactions, see: Synlett, 1075 (2003).

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H227

Combustible liquid.

주의 설명서: P210u-P280a-P370+P378a-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves and eye/face protection. In case of fire: Use for extinction: CO2, powder or water spray. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

Merck
14,3855
바일슈타인
1727145
통합 관세 코드
2918.13
TSCA(독성물질규제법)"
Yes

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