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2,6-di(propan-2-yl)phenyl carbonochloridate, also known as 2,6-di(tert-butyl)phenyl carbonochloridate, is an organic compound with the chemical formula C13H19ClO. It is a colorless to pale yellow liquid that is insoluble in water but soluble in organic solvents. 2,6-di(propan-2-yl)phenyl carbonochloridate is primarily used as a reagent in organic synthesis, particularly in the preparation of various pharmaceuticals and agrochemicals. It is also employed as a protecting group in peptide synthesis due to its stability and ease of removal. The compound is synthesized by reacting 2,6-di(tert-butyl)phenol with phosgene, and it is characterized by its reactivity with nucleophiles, which makes it a valuable intermediate in the formation of esters and amides.

7693-49-4

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7693-49-4 Usage

Physical state

Highly reactive and volatile compound

Usage

Organic synthesis, reagent in chemical reactions

Notable functional group

Carbonyl chloride

Importance

Preparation of various organic compounds

Industries

Pharmaceutical and agrochemical

Safety

Handle with care, follow proper safety procedures

Check Digit Verification of cas no

The CAS Registry Mumber 7693-49-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,6,9 and 3 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 7693-49:
(6*7)+(5*6)+(4*9)+(3*3)+(2*4)+(1*9)=134
134 % 10 = 4
So 7693-49-4 is a valid CAS Registry Number.

7693-49-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name [2,6-di(propan-2-yl)phenyl] carbonochloridate

1.2 Other means of identification

Product number -
Other names Chlorameisensaeure-<2,6-diisopropyl-phenylester>

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7693-49-4 SDS

7693-49-4Relevant academic research and scientific papers

Cobalt-Nitrenoid Insertion-Mediated Amidative Carbon Rearrangement via Alkyl-Walking on Arenes

Lee, Jeonghyo,Kang, Bora,Kim, Dongwook,Lee, Jia,Chang, Sukbok

supporting information, p. 18406 - 18412 (2021/11/16)

We herein disclose the Cp*Co(III)(LX)-catalyzed amidative alkyl migration using 2,6-disubstituted phenyl azidoformates. Upon the cobalt-nitrenoid insertion toward the substituted ortho carbon, an arenium cationic species bearing a quaternary carbon is generated, and a subsequent alkyl migration process is suggested to occur through an unforeseen alkyl-walking mechanism. A quinolinol ligand of the cobalt catalyst system is proposed to facilitate the final product-releasing rearomatization process by serving as an internal base. This new mechanistic mode enabled both [1,2]- and [1,4]-alkyl rearrangements to allow the structural variation of N-heterocyclic compounds.

Design, Synthesis, and Activity Study of Water-Soluble, Rapid-Release Propofol Prodrugs

Liu, Liang-Quan,Hong, Pei-Xi,Song, Xing-Hai,Zhou, Chang-Cui,Ling, Rui,Kang, Yi,Qi, Qing-Rong,Yang, Jun

supporting information, p. 7857 - 7866 (2020/08/21)

In this work, a series of water-soluble propofol prodrugs were synthesized, and their propofol release rate and pharmacodynamic characteristics were measured. We found that inserting glycolic acid as a linker between propofol and the cyclic amino acid accelerated the release of propofol from prodrugs into the plasma while preserving its safety. In animal experiments, prodrugs (3e, 3g, and 3j) were significantly better than fospropofol (the only water-soluble propofol prodrug that has been used clinically) in terms of safety, onset, and duration time of anesthesia. Their molar dose, onset time, and anesthesia duration time were comparable to those of propofol, helping to maintain the clinical benefits of propofol. The experimental results showed the potential of such compounds as water-soluble prodrugs of propofol.

Phosphoric acid derivative as well as preparation method and application

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Paragraph 0118; 0122-0126, (2019/03/24)

The invention relates to a compound shown in a general formula (I), a stereoisomer or pharmaceutically acceptable salt thereof as well as an application in medicines. The structure of the compound inthe general formula (I) is shown in the description, and

Synthesis And Use Of Glycoside Derivatives of Propofol

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Page/Page column 19, (2012/10/23)

The present invention relates to methods and compositions for the synthesis, production, and use of pro-drug propofol analogs. This invention relates to a method for the production of a broad group of glycosylated propofol carbohydrate derivatives.

SERINE AMINO ACID DERIVED PRODRUGS OF PROPOFOL, COMPOSITIONS, USES AND CRYSTALLINE FORMS THEREOF

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Page/Page column 23; 47, (2008/06/13)

The present invention provides a prodrug of propofol and crystalline forms thereof, methods of making the propofol prodrug and crystalline forms thereof, pharmaceutical compositions of the propofol prodrug and crystalline forms thereof, methods of using t

AMINO ACID DERIVED PRODRUGS OF PROPOFOL, COMPOSITIONS AND USES THEREOF

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Page/Page column 36, (2008/06/13)

The present invention provides propofol prodrugs, methods of making propofol prodrugs, pharmaceutical compositions of propofol prodrugs and methods of using propofol prodrugs and pharmaceutical compositions thereof to treat or prevent diseases or disorders such as migraine headache pain and post?chemotherapy or post?operative surgery nausea and vomiting.

PRODRUGS OF PROPOFOL, COMPOSITIONS AND USES THEREOF

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Page/Page column 50, (2010/10/20)

The present invention provides propofol prodrugs, methods of making propofol prodrugs, pharmaceutical compositions of propofol prodrugs and methods of using propofol prodrugs and pharmaceutical compositions thereof to treat or prevent diseases or disorders such as migraine headache pain and post chemotherapy or post operative surgery nausea and vomiting.

Amino acid derived prodrugs of propofol, compositions and uses thereof

-

, (2008/06/13)

The present invention provides propofol prodrugs, methods of making propofol prodrugs, pharmaceutical compositions of propofol prodrugs and methods of using propofol prodrugs and pharmaceutical compositions thereof to treat or prevent diseases or disorder

AROMATIC PRODRUGS OF PROPOFOL, COMPOSITIONS AND USES THEREOF

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Page/Page column 95-96, (2008/06/13)

Prodrugs of propofol, methods of making prodrugs of propofol, pharmaceutical compositions of prodrugs of propofol and methods of using prodrugs of propofol and pharmaceutical compositions thereof to treat or prevent diseases or disorders such as migraine headache pain and post- chemotherapy or post-operative surgery nausea and vomiting are disclosed herein.

Synthesis of polyalkylphenyl prop-2-ynoates and their flash vacuum pyrolysis to polyalkylcyclohepta[b]furan-2(2H)-ones

Nagel, Matthias,Hansen, Hans-Juergen

, p. 1022 - 1048 (2007/10/03)

A new method for the smooth and highly efficient preparation of polyalkylated aryl propiolates has been developed. It is based on the formation of the corresponding aryl carbonochloridates (cf Scheme 1 and Table 1) that react with sodium (or lithium) propiolate in THF at 25-65°, with intermediate generation of the mixed anhydrides of the arylcarbonic acids and prop-2-ynoic acid, which then decompose almost quantitatively into CO2 and the aryl propiolates (cf. Scheme 11). This procedure is superior to the transformation of propynoic acid into its difficult-to-handle acid chloride, which is then reacted with sodium (or lithium) arenolates. A number of the polyalkylated aryl propiolates were subjected to flash vacuum pyrolysis (FVP) at 600-650°and 10-2 Torr which led to the formation of the corresponding cyclohepta[b]furan-2(2H)-ones in average yields of 25-45% (cf. Scheme 14). It has further been found in pilot experiments that the polyalkylated cyclohepta[b]furan-2(2H)-ones react with 1-(pyrrolidin-1-yl)cyclohexene in toluene at 120-130°to yield the corresponding 1,2,3,4- tetrahydrobenz[a]azulenes, which become, with the growing number of Me groups at the seven-membered ring, more and more sensitive to oxidative destruction by air (cf. Scheme 15).

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