Production Method 1

96-35-5

922-68-9

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Iron sodium oxide ;  0.2 MPa, 120 °C

Reference

Method for producing glyoxylate by oxidation of glycolate

, China, , ,

Production Method 2

96-35-5

922-68-9

Reaction Conditions

1.1 Reagents: Molybdenum ,  Silver ,  Oxygen Catalysts: Vanadium Solvents: Water ;  0.4 MPa, 280 °C

Reference

Method for preparing glyoxylate

, China, , ,

Production Method 3

96-35-5

922-68-9

Reaction Conditions

1.1 Reagents: Oxygen Solvents: Water ;  1 h, 0.4 MPa, 230 °C

Reference

Process for producing glyoxylate

, China, , ,

Production Method 4

96-35-5

922-68-9

Reaction Conditions

1.1 Reagents: Oxygen Solvents: Methanol

Reference

Preparation of α-ketoesters

, European Patent Organization, , ,

Production Method 5

19757-97-2

922-68-9

Reaction Conditions

1.1 Reagents: Phosphorus pentoxide

Reference

Synthesis of cyclic hydrazines and α-hydrazino acid derivatives via N-acylhydrazonium ions

Rutjes, Floris Petrus Johannes Theodorus, 1993, , ,

Production Method 6

89-91-8

298-12-4

922-68-9

Reaction Conditions

1.1 Catalysts: p-Toluenesulfonic acid ;  19 h, 80 °C
1.2 Reagents: Phosphorus pentoxide ;  cooled; 4 h, 70 - 80 °C

Reference

Study on the preparation of alkyl glyoxylate

Zhang, Zhixia; Zhu, Quan; Liu, Chao; Wang, Xiaoyan, Hebei Shifan Daxue Xuebao, 2012, 36(6), 597-600

Production Method 7

624-48-6

922-68-9

Reaction Conditions

1.1 Reagents: Ozone Solvents: Dichloromethane ;  -78 °C
1.2 Reagents: Oxygen ;  -78 °C
1.3 Reagents: Dimethyl sulfide ;  -78 °C; 5 h, -78 °C

Reference

Polyglyoxylates, manufacture of polyglyoxylates and oxoacetate and use in drug handling

, World Intellectual Property Organization, , ,

Production Method 8

624-48-6

922-68-9

Reaction Conditions

1.1 Reagents: Ozone Solvents: Dichloromethane ;  -78 °C
1.2 Reagents: Dimethyl sulfide ;  -78 °C; 5 h, -78 °C; -78 °C → 21 °C

Reference

Polyglyoxylates: A Versatile Class of Triggerable Self-Immolative Polymers from Readily Accessible Monomers

Fan, Bo; Trant, John F.; Wong, Andrew D.; Gillies, Elizabeth R., Journal of the American Chemical Society, 2014, 136(28), 10116-10123

Production Method 9

624-48-6

922-68-9

Reaction Conditions

1.1 Reagents: Ozone Solvents: Dichloromethane ;  1.5 h, -78 °C
1.2 Reagents: Dimethyl sulfide ;  2 min, -78 °C; -78 °C → rt; 18 h, rt

Reference

Scalable synthesis of bryostatin 1 and analogs, adjuvant leads against latent HIV

Wender, Paul A. ; Hardman, Clayton T. ; Ho, Stephen ; Jeffreys, Matthew S. ; Maclaren, Jana K. ; et al, Science (Washington, 2017, 358(6360), 218-223

Production Method 10

96-35-5

922-68-9

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Alumina ;  0.5 MPa, 80 °C

Reference

Process for production of glyoxylate

, China, , ,

Production Method 11

96-35-5

922-68-9

Reaction Conditions

1.1 Catalysts: Tin Solvents: Water ;  0.4 MPa, 250 °C

Reference

Method for producing glyoxylate

, China, , ,

Production Method 12

96-35-5

922-68-9

Reaction Conditions

1.1 Reagents: Oxygen ,  Nitric oxide Catalysts: Cobalt diacetate ,  Ammonium vanadium oxide ((NH4)VO3) ,  Ammonium molybdate ((NH4)6Mo7O24) tetrahydrate ;  0.2 MPa, 80 °C

Reference

Method for producing glyoxylate by oxidative dehydrogenation of glycolate

, China, , ,

Production Method 13

96-35-5

922-68-9

Reaction Conditions

1.1 Reagents: Oxygen ,  Nitric oxide Catalysts: Ammonium tungsten oxide ,  Molybdate(3-), tetracosa-μ-oxododecaoxo[μ12-[phosphato(3-)-κO:κO:κO:κO′:κO′:κO′:… ;  0.2 MPa, 80 °C

Reference

Method for synthesizing glyoxylate

, China, , ,

Production Method 14

96-35-5

922-68-9

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Ferric phosphate ,  Copper phosphate

Reference

Preparation of α-keto acid esters

, Japan, , ,

Production Method 15

608-68-4

922-68-9

Reaction Conditions

1.1 Reagents: Sodium periodate

Reference

Syntheses and flash vacuum pyrolyses of highly functionalized α-N-hydroxy amino acids

Huang, Nai Zhong; Miller, Marvin J.; Fowler, Frank W., Heterocycles, 1988, 27(8), 1821-5

Production Method 16

608-68-4

922-68-9

Reaction Conditions

1.1 Reagents: Periodic acid (H5IO6) Solvents: Diethyl ether

Reference

Periodic acid

Stengel, Jason H.; McMills, Mark C., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2016, 1, 1-6

Production Method 17

405897-14-5

922-68-9

Reaction Conditions

1.1 Reagents: Periodic acid (H5IO6) Solvents: Diethyl ether

Reference

Periodic acid

Stengel, Jason H.; McMills, Mark C., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2006, 1, 1-5

Production Method 18

89-91-8

563-96-2

922-68-9

Reaction Conditions

1.1 Catalysts: p-Toluenesulfonic acid ;  16 h, reflux; reflux → rt
1.2 Reagents: Phosphorus pentoxide ;  4.5 h, 80 °C

Reference

Determination of absolute configuration of the phosphonic acid moiety of fosfazinomycins

Schiessl, Katharina; Roller, Alexander; Hammerschmidt, Friedrich, Organic & Biomolecular Chemistry, 2013, 11(42), 7420-7426

Production Method 19

107-21-1

922-68-9

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Ferric phosphate ,  Titania

Reference

Process for the preparation of α-oxoaldehydes by oxidation of alkylene glycol

, World Intellectual Property Organization, , ,

Methyl glyoxylate Raw materials

• Methyl glycolate
• Ethylene Glycol, Dehydrated
• Methyl dimethoxyacetate
• Dimethyl Maleate
• Methyl 2-Hydroxy-2-methoxyacetate, Technical Grade
• Glyoxylic acid monohydrate
• 2-oxoacetic acid
• (+)-Dimethyl L-Tartrate
• Butanedioic acid, 2,3-dihydroxy-, dimethyl ester

Methyl glyoxylate Preparation Products

• Methyl glyoxylate (922-68-9)

• 1. Alumina grafted SBA-15 sustainable bifunctional catalysts for direct cross-coupling of benzylic alcohols to diarylmethanes?
  Chandran Rajendran,Govindaswamy Satishkumar,Charlotte Lang,Eric M. Gaigneaux Catal. Sci. Technol., 2020,10, 2583-2592
• 2. An amplified fluorescence detection of T4 polynucleotide kinase activity based on coupled exonuclease III reaction and a graphene oxide platform?
  Ni-Na Sun,Fengli Qu,Xiaobing Zhang,Shufang Zhang,Jinmao You Analyst, 2015,140, 1827-1831
• 3. An alumina stabilized graphene oxide wrapped SnO2 hollow sphere LIB anode with improved lithium storage?
  Xiang Liu,Qian Sun,A. B. Djuri?i?,Maohai Xie,Baohu Dai,Jinyao Tang,Charles Surya,Changzhong Liao,Kaimin Shih RSC Adv., 2015,5, 100783-100789
• 4. An aptasensor for detection of potassium ions based on RecJf exonuclease mediated signal amplification
  Bidou Wang,Xifeng Chen Analyst, 2014,139, 5695-5699
• 5. An amorphous carbon nitride/NiO/CoN-based composite: a highly efficient nonprecious electrode for supercapacitors and the oxygen evolution reaction?
  Huifang Yang,Haoran Guo,Peidong Fan,Xinpan Li,Wenlu Ren,Rui Song Nanoscale, 2020,12, 7024-7034

• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Carboxylic acid esters
• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Carboxylic acid derivatives Carboxylic acid esters

Methyl Glyoxylate: A Comprehensive Overview

Methyl glyoxylate, also known as glycolic acid methyl ester, is a versatile organic compound with the CAS registry number CAS No. 922-68-9. This compound has garnered significant attention in recent years due to its wide range of applications in various industries, including pharmaceuticals, cosmetics, and food additives. The chemical structure of methyl glyoxylate consists of a two-carbon chain with a hydroxyl group and a methyl ester group, making it a simple yet functional molecule.

The synthesis of methyl glyoxylate is typically achieved through the esterification of glycolic acid with methanol under acidic conditions. This process is well-documented in chemical literature and has been optimized for industrial-scale production. Recent advancements in catalytic systems have further enhanced the efficiency and sustainability of this synthesis pathway, aligning with the growing demand for eco-friendly manufacturing processes.

One of the most notable applications of methyl glyoxylate is in the field of cosmetic chemistry. It is widely used as an active ingredient in skin care products due to its ability to promote collagen synthesis and improve skin elasticity. Studies published in dermatological journals have demonstrated that methyl glyoxylate can effectively reduce signs of aging, such as wrinkles and age spots, by enhancing cellular turnover and rejuvenation.

In the pharmaceutical industry, methyl glyoxylate has been explored as a potential precursor for drug development. Its role as a building block in organic synthesis has been instrumental in the creation of complex molecules with therapeutic potential. For instance, researchers have utilized methyl glyoxylate to synthesize compounds with anti-inflammatory and antioxidant properties, which could be valuable in treating chronic diseases such as arthritis and cardiovascular disorders.

The food industry also benefits from methyl glyoxylate, where it serves as a natural flavor enhancer and preservative. Its mild acidity contributes to the flavor profile of various food products, while its antimicrobial properties help extend shelf life without compromising taste or safety. Recent studies have focused on optimizing its use in organic food production to meet the increasing demand for clean-label ingredients.

From an environmental perspective, methyl glyoxylate exhibits low toxicity and biodegradability, making it a safer alternative to many synthetic chemicals. Regulatory bodies such as the FDA and EFSA have approved its use in consumer products under specific guidelines, ensuring that it meets stringent safety standards.

In conclusion, methyl glyoxylate (CAS No. 922-68-9) is a multifaceted compound with diverse applications across various industries. Its chemical properties make it an invaluable tool in both scientific research and commercial product development. As advancements in synthetic methods and application research continue to unfold, methyl glyoxylate is poised to play an even more significant role in shaping future innovations.

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