141186
Chloromethyl pivalate
97%
Synonym(s):
POM-Cl, Pivaloyloxymethyl chloride
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About This Item
Linear Formula:
(CH3)3CCOOCH2Cl
CAS Number:
Molecular Weight:
150.60
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
242-735-1
Beilstein/REAXYS Number:
1560838
MDL number:
Assay:
97%
Form:
liquid
assay
97%
form
liquid
refractive index
n20/D 1.417 (lit.)
bp
146-148 °C (lit.)
density
1.045 g/mL at 25 °C (lit.)
functional group
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
General description
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.
Application
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.
signalword
Warning
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
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
104.0 °F - closed cup
flash_point_c
40 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 141186-100G | 04061838733931 |
| 141186-25G | 04061838733948 |