1,1,1-Trimethoxyethane

Base Information

• Chemical Name: 1,1,1-Trimethoxyethane
• CAS No.: 1445-45-0
• Molecular Formula: C5H12O3
• Molecular Weight: 120.148
• Hs Code.: 29159080
• European Community (EC) Number: 215-892-9
• UNII: 04H7A3FK37
• DSSTox Substance ID: DTXSID8027400
• Nikkaji Number: J101.082D
• Wikidata: Q17989937
• ChEMBL ID: CHEMBL3188558
• Mol file: 1445-45-0.mol

Synonyms:Trimethyl orthoacetate;1,1,1-TRIMETHOXYETHANE;1445-45-0;Ethane, 1,1,1-trimethoxy-;Orthoacetic acid, trimethyl ester;Methyl orthoacetate;Orthoacetic Acid Trimethyl Ester;CH3C(OCH3)3;EINECS 215-892-9;1,1,1-trimethoxy-ethane;UNII-04H7A3FK37;AI3-24332;DTXSID8027400;04H7A3FK37;Trimethoxyethane;MFCD00008477;trimethyl ortho acetate;MeC(OMe)3;SCHEMBL90785;Trimethyl orthoacetate, 99%;DTXCID507400;CHEMBL3188558;AMY1264;Tox21_200955;BBL011203;STK933759;AKOS005662924;NCGC00248885-01;NCGC00258508-01;VS-02881;CAS-1445-45-0;LS-195302;O0115;EN300-91820;Trimethyl orthoaceate 1,1,1-Trimethoxyethane;D88002;A808231;J-007964;Q17989937;F8889-3297;ETHANE,1,1,1-TRIMETHOXY ORTHOACETIC ACID,TRIMETHYL ESTER

Chemical Property of 1,1,1-Trimethoxyethane

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Vapor Pressure: 6.25mmHg at 25°C
• Melting Point: -58oC
• Refractive Index: n20/D 1.388(lit.)
• Boiling Point: 108 °C at 760 mmHg
• Flash Point: 16.7 °C
• PSA: 27.69000
• Density: 0.922 g/cm³
• LogP: 0.59930
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Water Solubility.: HYDROLYSIS
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 120.078644241
• Heavy Atom Count: 8
• Complexity: 50.4

Purity/Quality:

99% ^*data from raw suppliers

Trimethyl Orthoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-43-38-36/37/38
• Safety Statements: 16-37/39-24-33-26-7/9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(OC)(OC)OC
• Uses: Trimethyl orthoacetate has been used in the preparation of 2-amino-9-(3-acyloxymethyl-4-alkoxycarbonyloxybut-1-yl)purines and 2-amino-9-(3-alkoxycarbonyl-oxymethyl-4-alkoxycarbonyloxybut -1-yl)purines.

Technology Process of 1,1,1-Trimethoxyethane

There total 10 articles about 1,1,1-Trimethoxyethane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.16%

methanol (67-56-1) + acetonitrile (75-05-8,26809-02-9) → Trimethyl orthoacetate (1445-45-0)

Guidance literature:

methanol; acetonitrile; With hydrogenchloride; cetyltrimethylammonium chloride; In hexane; at -10 ℃; for 6h; Large scale;

methanol; at 40 ℃; for 4h; pH=5-6; Reagent/catalyst; Temperature; Large scale;

Reference yield: 80.0%

methanol (67-56-1) + methyl acetimidate hydrochloride (14777-27-6) → Trimethyl orthoacetate (1445-45-0)

Guidance literature:

With ammonia; at 0 - 40 ℃; pH=5.6;

Reference yield: 56.0%

methanol (67-56-1) + 1,1-dichloro-1-nitroethane (594-72-9) + sodium methylate (124-41-4) → Trimethyl orthoacetate (1445-45-0)

Guidance literature:

Irradiation;

DOI:10.1039/C39880000196

upstream raw materials:

methanol

methyl acetimidate hydrochloride

1,1-dimethoxyethylene

acetaldehyde

Downstream raw materials:

1,1,3,3-tetramethoxy-butane

6-methyl-5-p-tolyl-pyrimidine-2,4-diamine

2-(2,4-dichloro-phenyl)-3-methoxy-acrylonitrile

2,4-diamino-5-(3',4'-dichlorophenyl)-6-ethylpyrimidine

Refernces

THE SYNTHESIS OF THIENOTRIAZOLOTHIAZEPINES

10.3987/COM-90-5442

The study detail the first synthesis of thienotriazolothiazepines, a novel heteroazepine derivative with anti-PAF (platelet activating factor) activity. The researchers synthesized these compounds to explore their potential as potent and orally active PAF antagonists. The synthetic route involved several steps, including the formation of 2-aminothiophenes, protection and reduction of amino groups, Mitsunobu conditions to form sulfides, hydrolysis to carboxylic acids, cyclization to form thiazepine rings, and the construction of triazole rings using Lawesson's reagent and subsequent treatments with hydrazine monohydrate and trimethyl orthoacetate. The synthesized thienotriazolothiazepines were tested for their ability to inhibit rabbit platelet aggregation induced by PAF, and all compounds exhibited anti-PAF activity. The study concludes that the synthesized compounds are effective in inhibiting PAF-induced platelet aggregation, suggesting their potential as therapeutic agents for conditions related to platelet aggregation.

Inhibition of ribosomal peptidyltransferase with 2'(3')-O-acetyl-2 inches(3 inches)-O-glycyl-1,2-di(adenosin-N6-yl)ethane and -1,4-di(adenosin-N6-yl)butane. Effect of alkyl chain length.

10.1021/jm00181a015

The study investigates the synthesis and biological activity of two compounds, XIIIa and XIIIb, designed to inhibit ribosomal peptidyltransferase, an enzyme crucial for peptide bond formation during protein synthesis. The researchers used a series of chemical reactions involving starting materials like p-(2-amino-ethyl)adenosine (Ia) and methyl orthoacetate (II) to synthesize the target compounds. The synthesis process included steps such as cyclization, hydrolysis, and coupling reactions to form intermediates like III, VI, and XIa/b, ultimately leading to XIIIa and XIIIb. These compounds were tested for their ability to inhibit the puromycin reaction catalyzed by ribosomes. The study found that XIIIb, with a longer alkyl chain, was a more effective inhibitor than XIIIa, suggesting that the length of the alkyl chain significantly impacts the inhibitory activity. The results indicate that these compounds simulate the 3’ terminal of aminoacyl-tRNA rather than being transition state analogues of the enzyme-catalyzed reaction, providing insights into the mechanism of action of peptidyltransferase.

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