Production Method 1

66222-29-5

84005-98-1

Reaction Conditions

1.1 Reagents: Trityl chloride
1.2 -
1.3 Reagents: 2,2,2-Trifluoroethanol Solvents: Acetic acid ,  Dichloromethane
2.1 Solvents: Dichloromethane ;  2 h, rt
2.2 Reagents: 2,6-Lutidine ,  1,1,1,3,3,3-Hexafluoro-2-propanol ,  Copper(II) triflate ;  1 h, rt
2.3 Solvents: Dichloromethane ;  12 h, rt
2.4 Reagents: Ammonium hydroxide Solvents: Water ;  15 min, rt

Reference

SnAP reagents for the synthesis of piperazines and morpholines

Luescher, Michael U.; et al, Organic Letters, 2014, 16(4), 1236-1239

Production Method 2

475680-94-5

84005-98-1

Reaction Conditions

1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethanol ;  3 min, reflux; 45 min, reflux
2.1 Solvents: Dichloromethane ;  2 h, rt
2.2 Reagents: 2,6-Lutidine ,  1,1,1,3,3,3-Hexafluoro-2-propanol ,  Copper(II) triflate ;  1 h, rt
2.3 Solvents: Dichloromethane ;  12 h, rt
2.4 Reagents: Ammonium hydroxide Solvents: Water ;  15 min, rt

Reference

SnAP reagents for the synthesis of piperazines and morpholines

Luescher, Michael U.; et al, Organic Letters, 2014, 16(4), 1236-1239

Production Method 3

1074-82-4

475680-87-6

84005-98-1

Reaction Conditions

1.1 Reagents: Triethylamine ,  Methanesulfonyl chloride Solvents: Diethyl ether ;  5 min, rt; 1 h, rt
1.2 Reagents: Water
1.3 Solvents: Dimethylformamide ;  rt; 3 h, 100 °C; 100 °C → rt
1.4 Reagents: Water ;  rt
2.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethanol ;  3 min, reflux; 45 min, reflux
3.1 Solvents: Dichloromethane ;  2 h, rt
3.2 Reagents: 2,6-Lutidine ,  1,1,1,3,3,3-Hexafluoro-2-propanol ,  Copper(II) triflate ;  1 h, rt
3.3 Solvents: Dichloromethane ;  12 h, rt
3.4 Reagents: Ammonium hydroxide Solvents: Water ;  15 min, rt

Reference

SnAP reagents for the synthesis of piperazines and morpholines

Luescher, Michael U.; et al, Organic Letters, 2014, 16(4), 1236-1239

Production Method 4

84005-98-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Hexane ;  10 min, 0 °C; 30 min, 0 °C
1.2 0 °C; 0 °C → rt; 3 h, rt; rt → -78 °C
1.3 Reagents: Methanesulfonyl chloride ;  -78 °C; 15 min, -78 °C; -78 °C → rt; 14 h, rt
2.1 Reagents: Sodium iodide Solvents: Acetone ;  16 h, rt
3.1 Reagents: Trityl chloride
3.2 -
3.3 Reagents: 2,2,2-Trifluoroethanol Solvents: Acetic acid ,  Dichloromethane
4.1 Solvents: Dichloromethane ;  2 h, rt
4.2 Reagents: 2,6-Lutidine ,  1,1,1,3,3,3-Hexafluoro-2-propanol ,  Copper(II) triflate ;  1 h, rt
4.3 Solvents: Dichloromethane ;  12 h, rt
4.4 Reagents: Ammonium hydroxide Solvents: Water ;  15 min, rt

Reference

SnAP reagents for the synthesis of piperazines and morpholines

Luescher, Michael U.; et al, Organic Letters, 2014, 16(4), 1236-1239

Production Method 5

1557288-04-6

924-44-7

84005-98-1

Reaction Conditions

1.1 Solvents: Dichloromethane ;  2 h, rt
1.2 Reagents: 2,6-Lutidine ,  1,1,1,3,3,3-Hexafluoro-2-propanol ,  Copper(II) triflate ;  1 h, rt
1.3 Solvents: Dichloromethane ;  12 h, rt
1.4 Reagents: Ammonium hydroxide Solvents: Water ;  15 min, rt

Reference

SnAP reagents for the synthesis of piperazines and morpholines

Luescher, Michael U.; et al, Organic Letters, 2014, 16(4), 1236-1239

Production Method 6

1557288-04-6

924-44-7

84005-98-1

Reaction Conditions

1.1 Solvents: Dichloromethane ;  4 - 6 h, rt
2.1 Catalysts: Copper(II) triflate ,  rel-(4R,4′R)-2,2′-(1-Methylethylidene)bis[4,5-dihydro-4-phenyloxazole] Solvents: 1,1,1,3,3,3-Hexafluoro-2-propanol ;  6 h, rt
2.2 Solvents: 1,1,1,3,3,3-Hexafluoro-2-propanol ;  20 - 24 h, rt

Reference

Catalytic Synthesis of N-Unprotected Piperazines, Morpholines, and Thiomorpholines from Aldehydes and SnAP Reagents

Luescher, Michael U.; et al, Angewandte Chemie, 2015, 54(37), 10884-10888

Production Method 7

84005-98-1

Reaction Conditions

1.1 Catalysts: Copper(II) triflate ,  rel-(4R,4′R)-2,2′-(1-Methylethylidene)bis[4,5-dihydro-4-phenyloxazole] Solvents: 1,1,1,3,3,3-Hexafluoro-2-propanol ;  6 h, rt
1.2 Solvents: 1,1,1,3,3,3-Hexafluoro-2-propanol ;  20 - 24 h, rt

Reference

Catalytic Synthesis of N-Unprotected Piperazines, Morpholines, and Thiomorpholines from Aldehydes and SnAP Reagents

Luescher, Michael U.; et al, Angewandte Chemie, 2015, 54(37), 10884-10888

Production Method 8

23895-61-6

84005-98-1

Reaction Conditions

1.1 Reagents: Sodium iodide Solvents: Acetone ;  16 h, rt
2.1 Reagents: Trityl chloride
2.2 -
2.3 Reagents: 2,2,2-Trifluoroethanol Solvents: Acetic acid ,  Dichloromethane
3.1 Solvents: Dichloromethane ;  2 h, rt
3.2 Reagents: 2,6-Lutidine ,  1,1,1,3,3,3-Hexafluoro-2-propanol ,  Copper(II) triflate ;  1 h, rt
3.3 Solvents: Dichloromethane ;  12 h, rt
3.4 Reagents: Ammonium hydroxide Solvents: Water ;  15 min, rt

Reference

SnAP reagents for the synthesis of piperazines and morpholines

Luescher, Michael U.; et al, Organic Letters, 2014, 16(4), 1236-1239

Production Method 9

66222-29-5

107-21-1

84005-98-1

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethyl sulfoxide ,  Tetrahydrofuran ;  0 °C; 0 °C → rt; 1 h, rt; rt → 0 °C
1.2 Solvents: Tetrahydrofuran ;  10 min, 0 °C; 0 °C → rt; 15 h, 55 °C
1.3 Reagents: Water ;  rt
2.1 Reagents: Triethylamine ,  Methanesulfonyl chloride Solvents: Diethyl ether ;  5 min, rt; 1 h, rt
2.2 Reagents: Water
2.3 Solvents: Dimethylformamide ;  rt; 3 h, 100 °C; 100 °C → rt
2.4 Reagents: Water ;  rt
3.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethanol ;  3 min, reflux; 45 min, reflux
4.1 Solvents: Dichloromethane ;  2 h, rt
4.2 Reagents: 2,6-Lutidine ,  1,1,1,3,3,3-Hexafluoro-2-propanol ,  Copper(II) triflate ;  1 h, rt
4.3 Solvents: Dichloromethane ;  12 h, rt
4.4 Reagents: Ammonium hydroxide Solvents: Water ;  15 min, rt

Reference

SnAP reagents for the synthesis of piperazines and morpholines

Luescher, Michael U.; et al, Organic Letters, 2014, 16(4), 1236-1239

Ethyl morpholine-3-carboxylate Raw materials

• Tributylstannyliodomethane
• Ethylene Glycol, Dehydrated
• (2-aminoethoxy)methyltributylstannane
• potassium 1,3-dioxo-2,3-dihydro-1H-isoindol-2-ide
• Ethyl Glyoxylate (>50% in Toluene)
• 2-[(Tributylstannyl)methoxy]ethanol-E7922
• 2-[(Tributylstannyl)methoxy]-1H-isoindole-1,3(2H)-dione-T7918
• Tributyl(chloromethyl)stannane

Ethyl morpholine-3-carboxylate Preparation Products

• Ethyl morpholine-3-carboxylate (84005-98-1)

• 1. Exchanged ligands on the surface of a giant cluster: [(MoO3)176(H2O)63(CH3OH)17Hn](32 – n)–
  Chem. Commun., 1998, 1501-1502
• 2. Enabling high-throughput single-animal gene-expression studies with molecular and micro-scale technologies
  Jason Wan Lab Chip, 2020,20, 4528-4538
• 3. Estimates of hydride ion stability in condensed systems: energy of formation and solvation in aqueous and polar-organic solvents
  Craig A. Kelly,David R. Rosseinsky Phys. Chem. Chem. Phys., 2001,3, 2086-2090
• 4. Fast synthesis of copper nanoclusters through the use of hydrogen peroxide additive and their application for the fluorescence detection of Hg2+ in water samples?
  Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
• 5. Excellent mechanical performance and enhanced dielectric properties of OBC/SiO2 elastomeric nanocomposites: effect of dispersion of the SiO2 nanoparticles?
  Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei Yang RSC Adv., 2017,7, 46297-46305

• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Ethyl Morpholine-3-carboxylate (CAS No. 84005-98-1): Properties, Applications, and Market Insights

Ethyl morpholine-3-carboxylate (CAS No. 84005-98-1) is a versatile organic compound widely used in pharmaceutical and chemical synthesis. This ester derivative of morpholine has gained significant attention due to its unique structural properties and broad applicability. With the increasing demand for fine chemicals and intermediates in drug discovery, ethyl morpholine carboxylate derivatives have become crucial building blocks in modern organic chemistry.

The molecular structure of ethyl 3-morpholinecarboxylate combines the characteristics of both morpholine and ethyl ester functional groups, making it particularly valuable for creating complex molecular architectures. Recent studies highlight its role as a key intermediate in the synthesis of various bioactive compounds, aligning with current trends in green chemistry and sustainable synthesis approaches that dominate contemporary research discussions.

From a chemical perspective, ethyl morpholine-3-carboxylate demonstrates excellent solubility in common organic solvents, which enhances its utility in multi-step synthetic processes. The compound's stability under various reaction conditions makes it particularly valuable for pharmaceutical applications where purity and consistency are paramount. Researchers frequently search for information about morpholine ester solubility and reaction conditions for morpholine derivatives, reflecting the practical considerations in laboratory applications.

In pharmaceutical applications, CAS 84005-98-1 serves as a precursor for numerous drug candidates. The morpholine ring system, present in this compound, is a privileged structure in medicinal chemistry, appearing in many FDA-approved drugs. This explains why searches for morpholine-based drug synthesis and pharmaceutical intermediates consistently rank high in scientific databases and search engines.

The synthesis of ethyl morpholine-3-carboxylate typically involves esterification reactions under controlled conditions. Process optimization for this compound has been a topic of considerable research, especially with the growing emphasis on atom economy and waste reduction in chemical manufacturing. These aspects resonate strongly with current industry priorities and environmental regulations.

Market analysis indicates steady growth in demand for morpholine carboxylate esters, driven by expanding pharmaceutical R&D activities worldwide. The compound's versatility as a building block for various heterocyclic systems makes it particularly valuable in the development of new therapeutic agents. Industry professionals often search for morpholine derivative suppliers and high-purity chemical intermediates, reflecting the commercial importance of these materials.

Quality control aspects of ethyl morpholine-3-carboxylate production have gained prominence, with analytical methods like HPLC and GC-MS being routinely employed to ensure product specifications. The pharmaceutical industry's stringent requirements have led to increased interest in analytical methods for morpholine compounds and quality standards for chemical intermediates, as evidenced by search trends in scientific and industrial communities.

Recent advancements in synthetic methodology have improved the efficiency of ethyl morpholine carboxylate synthesis, reducing production costs and environmental impact. These developments align with the broader industry shift toward green chemistry principles and sustainable manufacturing practices, topics that generate significant interest among researchers and industry professionals alike.

The safety profile of ethyl morpholine-3-carboxylate has been well-characterized through extensive studies, with proper handling procedures established for laboratory and industrial use. While not classified as hazardous under standard conditions, appropriate safety measures are always recommended when working with chemical substances, a consideration that frequently appears in searches related to chemical handling protocols and laboratory safety.

Looking forward, the applications of CAS 84005-98-1 are expected to expand further, particularly in specialized areas of medicinal chemistry and materials science. The compound's structural features make it amenable to various modifications, offering numerous possibilities for creating novel derivatives with tailored properties. This potential explains the growing research interest in morpholine derivative applications and structure-activity relationships in scientific literature.

In conclusion, ethyl morpholine-3-carboxylate represents an important chemical intermediate with diverse applications in pharmaceutical and chemical synthesis. Its unique properties, combined with the growing demand for specialized building blocks in drug discovery, ensure its continued relevance in scientific research and industrial applications. The compound's alignment with current trends in sustainable chemistry and green synthesis further enhances its significance in the evolving landscape of chemical manufacturing and pharmaceutical development.

• 126264-49-1(methyl morpholine-3-carboxylate)
• 132946-21-5(3-Morpholinecarboxylicacid,ethylester,(S)-(9CI))
• 1269444-31-6(Ethyl morpholine-3-carboxylate hydrochloride)
• 218594-84-4((S)-Ethyl morpholine-3-carboxylate hydrochloride)
• 17136-39-9(Propanedioic acid, [(2-ethoxy-2-oxoethyl)amino]-, diethyl ester)
• 1214686-81-3(Methyl morpholine-3-carboxylate hydrochloride)
• 1041173-28-7((S)-Methyl morpholine-3-carboxylate hydrobromide)
• 741288-31-3(methyl (3S)-morpholine-3-carboxylate)
• 1187929-55-0(methyl (3R)-morpholine-3-carboxylate;hydrochloride)
• 1187933-47-6((R)-Methyl morpholine-3-carboxylate)