138421-23-5

Basic information

• Product Name: 2-Propanone, O-(2-methyl-1-oxopropyl)oxime
• CAS NO: 138421-23-5
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.186
• Mol File: 138421-23-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Propanone, O-(2-methyl-1-oxopropyl)oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propanone, O-(2-methyl-1-oxopropyl)oxime(138421-23-5)
• EPA Substance Registry System: 2-Propanone, O-(2-methyl-1-oxopropyl)oxime(138421-23-5)

Safety Data

• Hazardous Substances Data: 138421-23-5(Hazardous Substances Data)

Usage

General Description

2-Propanone, O-(2-methyl-1-oxopropyl)oxime is a chemical compound with the molecular formula C6H11NO2. It is an oxime derivative of acetone and is commonly used as a reagent in organic synthesis and as a protective agent for metal surfaces. 2-Propanone, O-(2-methyl-1-oxopropyl)oxime is a clear, colorless liquid with a strong odor, and it is highly flammable. It is also classified as a skin and eye irritant and should be handled with caution. Additionally, 2-Propanone, O-(2-methyl-1-oxopropyl)oxime is not known to occur naturally and is primarily produced synthetically for commercial and industrial purposes. It has a variety of chemical and industrial applications, including as a solvent in paint and varnish removers, and as an intermediate in the production of pharmaceuticals and agricultural chemicals.

Upstream product

• 79-30-1 isobutyryl chloride 
• 127-06-0 acetone oxime 

Downstream Products

• 2346620-55-9 molnupiravir acetonide 
• 138421-16-6 1,3-disobutyryloxy-2-metyl-2-phenyl-2-silapropan-1-ol 
• 138421-14-4 2-phenyl-3-isobutyryloxy-2-methyl-2-silapropane-1-ol 
• 138421-14-4 2-phenyl-3-isobutyryloxy-2-methyl-2-silapropane-1-ol 

Relevant articles and documents

Toward a Practical, Two-Step Process for Molnupiravir: Direct Hydroxamination of Cytidine Followed by Selective Esterification

A two-step synthesis of molnupiravir (1) is presented. This work focuses on the development of practical reaction and purification conditions toward a manufacturing route. The sequence commences from highly available cytidine (2), and molnupiravir is formed through direct hydroxamination of the cytosine ring and esterification of the sugar's primary alcohol without use of protecting or activating groups. A highly crystalline hydrate of N-hydroxycytidine (3) resulted in an easily purified intermediate, and a practical, off-the-shelf enzyme was selected for the acylation. The yield was increased through a chemically promoted, selective ester cleavage, which converted a byproduct, molnupiravir isobutyryl oxime ester (4), into the final API. Both reactions proceed in >90% assay yield, and crystallization procedures are used to afford intermediates and active pharmaceutical ingredients in purities above 99% with an overall yield of 60%. Excellent throughput and sustainability are achieved by limiting the total concentration to 7 volumes of solvent in the course of the two reactions with an overall PMI of 26 including work-up and isolation. Environmentally friendly solvents, water and 2-methyl tetrahydrofuran, enhance sustainability of the operation.

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Various prochirals silapropan-diols were synthetised with good yields. Several enzymatic-catalysed hydrolyses or transesterification have been attempted on this products; when we change the parameters: as the temperature in transesterification reaction, t