3-(Trimethylsilyloxy)crotonic Acid Methyl Ester

Base Information

• Chemical Name: 3-(Trimethylsilyloxy)crotonic Acid Methyl Ester
• CAS No.: 62269-44-7
• Molecular Formula: C8H16O3Si
• Molecular Weight: 188.299
• Hs Code.: 2931900090
• European Community (EC) Number: 263-483-9,626-563-8
• Mol file: 62269-44-7.mol

Synonyms:62269-44-7;Methyl 3-trimethylsiloxy-2-butenoate;3-(Trimethylsilyloxy)crotonic Acid Methyl Ester;Methyl 3-((trimethylsilyl)oxy)but-2-enoate;26767-00-0;METHYL-3-(TRIMETHYLSILOXY)CROTONATE;methyl (E)-3-trimethylsilyloxybut-2-enoate;Methyl 3-((trimethylsilyl)oxy)-2-butenoate;C8-H16-O3-Si;Methyl 3-[(trimethylsilyl)oxy]-2-butenoate;Methyl 3-Trimethylsilyloxycrotonate;MFCD00008457;CS-0450538;(E)-methyl 3-(trimethylsilyloxy)but-2-enoate;C16101;(E)-Methyl 3-((trimethylsilyl)oxy)but-2-enoate;(E)-Methyl3-((trimethylsilyl)oxy)but-2-enoate;Methyl (E)-3-((trimethylsilyl)oxy)but-2-enoate;2-Butenoic acid,3-[(trimethylsilyl)oxy]-,methyl ester,(2E)-;(4-bromobutyl)chlorodimethylsilane Methyl 3-((trimethylsilyl)oxy)but-2-enoate

Chemical Property of 3-(Trimethylsilyloxy)crotonic Acid Methyl Ester

Chemical Property:

• Vapor Pressure: 0.981mmHg at 25°C
• Refractive Index: n20/D 1.447
• Boiling Point: 178.6 °C at 760 mmHg
• Flash Point: 63.9 °C
• PSA: 35.53000
• Density: 0.943 g/cm³
• LogP: 1.91470
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 188.08687090
• Heavy Atom Count: 12
• Complexity: 191

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl3-((trimethylsilyl)oxy)but-2-enoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-10
• Safety Statements: 26-36/37/39-24/25-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=CC(=O)OC)O[Si](C)(C)C
• Isomeric SMILES: C/C(=C\C(=O)OC)/O[Si](C)(C)C

Technology Process of 3-(Trimethylsilyloxy)crotonic Acid Methyl Ester

There total 9 articles about 3-(Trimethylsilyloxy)crotonic Acid Methyl Ester 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: 88.0%

3-(trimethylsilyl)-2-oxazolidinone (43112-38-5) + acetoacetic acid methyl ester (105-45-3) → dimethylenecyclourethane (497-25-6) + methyl 3-trimethylsiloxybut-2-enoate (62269-44-7)

Guidance literature:

triethylamine; at 20 ℃; for 0.583333h;

DOI:10.1055/s-1982-29778

Reference yield: 87.0%

chloro-trimethyl-silane (75-77-4) + acetoacetic acid methyl ester (105-45-3) → methyl 3-trimethylsiloxybut-2-enoate (62269-44-7)

Guidance literature:

With triethylamine; In hexane; at 20 ℃; for 18h;

DOI:10.1021/ja0608904

Reference yield:

acetoacetic acid methyl ester (105-45-3) → methyl 3-trimethylsiloxybut-2-enoate (62269-44-7)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; In benzene;

upstream raw materials:

methyl 3-(O-trimethylsilyl)buten-2-oate

acetoacetic acid methyl ester

1,1,1,3,3,3-hexamethyl-disilazane

methanol

Downstream raw materials:

3-chloro-5-hydroxy-7-methoxy-1,4-naphthoquinone

ethyl 2-benzoylamino-3-methoxycarbonyl-4-oxopentaonate

cis-methyl α-acetyltetrahydro-6-phenyl-2H-pyran-2-acetate

1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene

Refernces

• 1、 Mondal, Amit,De, Arijit,Husain, Syed Masood. "Synthesis of (-)-Flavoskyrins by Catalyst-Free Oxidation of (R)-Configured Dihydroanthracenones in Aqueous Media and Its (Bio)synthetic Implications". supporting information. p. 8511 - 8515. Retrieved 2020/11/12.
• 2、 -. "New method for asymmetrically synthesizing natural product (-)-Euscapholide isomer". Paragraph 0042. . Retrieved 2016/10/08.