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Merck
모든 사진(2)

주요 문서

141186

Sigma-Aldrich

Chloromethyl pivalate

97%

동의어(들):

POM-Cl, Pivaloyloxymethyl chloride

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About This Item

Linear Formula:
(CH3)3CCOOCH2Cl
CAS Number:
Molecular Weight:
150.60
Beilstein:
1560838
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

97%

양식

liquid

refractive index

n20/D 1.417 (lit.)

bp

146-148 °C (lit.)

density

1.045 g/mL at 25 °C (lit.)

작용기

chloro
ester

SMILES string

CC(C)(C)C(=O)OCCl

InChI

1S/C6H11ClO2/c1-6(2,3)5(8)9-4-7/h4H2,1-3H3

InChI key

GGRHYQCXXYLUTL-UHFFFAOYSA-N

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일반 설명

Chloromethyl pivalate reacts with sodium salt of sulbactam to yield sulbactam pivoxil. It undergoes acylation reaction with 9-(2-phosphonylmethoxyethyl)adenine (PMEA) to yield bis(pivaloyloxymethyl) PMEA.

애플리케이션

Chloromethyl pivalate was used in the synthesis of pivaloyloxy methyl ester of ofloxacin as prodrug. It was used as the reagent during the synthesis of an isoindoline-annulated, tricyclic sultam library via microwave-assisted, continuous-flow organic synthesis.

픽토그램

FlameExclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

104.0 °F - closed cup

Flash Point (°C)

40 °C - closed cup

개인 보호 장비

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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문서 라이브러리 방문

L S Changov et al.
Farmaco (Societa chimica italiana : 1989), 55(2), 134-135 (2000-04-27)
Sulbactam pivoxil, a prodrug of the beta-lactamase inhibitor sulbactam, was prepared in high yield by reacting the sodium salt of sulbactam with chloromethyl pivalate in a polar solvent, then diluting the reaction mixture with water and isolating the product by
J E Starrett et al.
Antiviral research, 19(3), 267-273 (1992-09-11)
9-(2-Phosphonylmethoxyethyl)adenine (PMEA; 1) was acylated with chloromethyl pivalate to afford bis(pivaloyloxymethyl) PMEA (2). The ester prodrug demonstrated enhanced in vitro potency against HSV-2 greater than 150-fold higher than the parent compound. The antiviral activity of 2 was 50-fold better than
Y Maeda et al.
Biological & pharmaceutical bulletin, 16(6), 594-599 (1993-06-01)
We newly synthesized a pivaloyloxymethyl ester of ofloxacin (OFLX-PVM) as prodrug in order to avoid the chelate formation between new quinolone and metal cations such as Al3+, Mg2+, Ca2+, or Fe2+ in the gastrointestinal tract. This compound was rapidly hydrolyzed
Farman Ullah et al.
Synthesis, 44(16), doi:10-doi:10 (2012-01-01)
A microwave-assisted, continuous-flow organic synthesis (MACOS) protocol for the synthesis of an isoindoline-annulat-ed, tricyclic sultam library, utilizing a Heck-aza-Michael (HaM) strategy, is reported. This sequence involves a Heck reaction on vi-nylsulfonamides with batch microwave heating followed by a one-pot, sequential

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