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18997-19-8 - Chloromethyl pivalate, 97% - Chloromethyl trimethylacetate - Pivaloyloxymethyl chloride - A11967 - Alfa Aesar

A11967 Chloromethyl pivalate, 97%

CAS 번호
18997-19-8
동의어
Chloromethyl trimethylacetate
Pivaloyloxymethyl chloride

사이즈 가격 ($) 수량 재고 여부
25g 25.80
100g 66.70
장바구니에 추가 대량 견적에 추가 항목 보기

Chloromethyl pivalate, 97%

MDL
MFCD00000884
EINECS
242-735-1

화학적 특성

화학식
C6H11ClO2
화학 식량
150.60
비등점
146-148°
인화점
40°(104°F)
밀도
1.045
굴절률
1.4170
용해도
Miscible with most organic solvents. Immiscible with water.

용도

Chloromethyl pivalate acts as an intermediate in the synthesis of active pharmaceutical ingredients. It is also involved in the acylation reaction with 9-(2-phosphonylmethoxyethyl)adenine. It serves as a protecting reagent used for the N-protection of amines. It is also employed in the preparation of pivaloyloxy methyl ester of ofloxacin as a prodrug. Further, it is used to prepare sulbactam pivoxil by reaction with sodium salt of sulbactam. In addition to this, it is used as a reagent during the synthesis of an isoindoline-annulated and continuous-flow organic synthesis.

참고

Incompatible with strong oxidizing agents.

참조 문헌

Reagent for the N-protection of amines, e.g. adenine in the presence of K2CO3 in DMF, as pivaloyloxymethyl (Pom) derivatives, which have been found useful in the synthesis of sensitive nucleosides. The Pom group is cleaved in mild base, e.g. methanolic ammonia: J. Am. Chem. Soc., 89, 5439 (1967).

Imamoto, T.; Horiuchi, Y.; Hamanishi, E.; Takeshita, S.; Tamura, K.; Sugiya, M.; Yoshida, K. Utilization of optically active secondary phosphine-boranes: synthesis of P-chiral diphosphines and their enantioinduction ability in rhodium-catalyzed asymmetric hydrogenation. Tetrahedron 2015, 71 (37), 6471-6480.

Bru?cher, K.; Gra?wert, T.; Konzuch, S.; Held, J.; Lienau, C.; Behrendt, C.; Illarionov, B.; Maes, L.; Bacher, A.; Wittlin, S.; Mordmüller, B.; Fischer, M.; Kurz, T. Prodrugs of Reverse Fosmidomycin Analogues. J. Med. Chem. 2015, 58 (4), 2025-2035.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H226-H314-H318

Flammable liquid and vapour. Causes severe skin burns and eye damage. Causes serious eye damage.

주의 설명서: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. 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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

바일슈타인
1560838
위험 등급
3
포장 그룹
III
통합 관세 코드
2915.90
TSCA(독성물질규제법)"
Yes

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