2,2,5-Trimethyl-1,3-dioxane-5-carboxylic acid ethenyl ester

Base Information

• Chemical Name: 2,2,5-Trimethyl-1,3-dioxane-5-carboxylic acid ethenyl ester
• CAS No.: 865860-80-6
• Molecular Formula: C10H16 O4
• Molecular Weight: 200.235
• DSSTox Substance ID: DTXSID60467711
• Nikkaji Number: J2.226.498B
• Wikidata: Q82294766
• Mol file: 865860-80-6.mol

Synonyms:865860-80-6;2,2,5-TRIMETHYL-1,3-DIOXANE-5-CARBOXYLIC ACID ETHENYL ESTER;Ethenyl 2,2,5-trimethyl-1,3-dioxane-5-carboxylate;Vinyl 2,2,5-trimethyl-1,3-dioxane-5-carboxylate;2,2,5-Trimethyl-1,3-dioxane-5-carboxylicAcidVinylEster-d3;starbld0007023;SCHEMBL2073886;DTXSID60467711;AKOS025295850;FT-0675620

Chemical Property of 2,2,5-Trimethyl-1,3-dioxane-5-carboxylic acid ethenyl ester

Chemical Property:

• Vapor Pressure: 0.013mmHg at 25°C
• Refractive Index: 1.436
• Boiling Point: 630C
• Flash Point: 107.563°C
• PSA: 44.76000
• Density: 1.029g/cm³
• LogP: 1.46230
• Storage Temp.: -20°C Freezer
• Solubility.: Dichloromethane, Ether, Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

2,2,5-Trimethyl-1,3-dioxane-5-carboxylicAcidEthenylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC(CO1)(C)C(=O)OC=C)C
• Uses: 2,2,5-Trimethyl-1,3-dioxane-5-carboxylic Acid Ethenyl Ester (cas# 865860-80-6) is a compound useful in organic synthesis.

Technology Process of 2,2,5-Trimethyl-1,3-dioxane-5-carboxylic acid ethenyl ester

There total 2 articles about 2,2,5-Trimethyl-1,3-dioxane-5-carboxylic acid ethenyl 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: 80.0%

vinyl acetate (108-05-4,9003-20-7) + 2,2,5-trimethyl-1,3-dioxane-5-carboxylic acid (16837-14-2) → 2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid vinyl ester (865860-80-6)

Guidance literature:

With lithium chloride; palladium dichloride; for 16h; Heating;

DOI:10.1021/ol0514395

Reference yield: 75.0%

2,2,5-trimethyl-1,3-dioxane-5-carboxylic acid (16837-14-2) → 2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid vinyl ester (865860-80-6)

Guidance literature:

With vinyl acetate; lithium chloride; palladium dichloride; In methanol; for 16h; Heating / reflux;

Reference yield: 91.0%

2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid vinyl ester (865860-80-6) + rapamycin + A rapamicin → CCI-779 (343261-52-9)

Guidance literature:

2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid vinyl ester; rapamycin; With lipase PS-C Amano II; In tert-butyl methyl ether; at 42 - 43 ℃; for 48h; Molecular sieve;

A rapamicin; With sulfuric acid; In tetrahydrofuran; water; at 0 - 5 ℃; for 49h; Product distribution / selectivity;

upstream raw materials:

vinyl acetate

2,2,5-trimethyl-1,3-dioxane-5-carboxylic acid

Downstream raw materials:

rapamycin 42-ester with 2,2,5-trimethyl[1,3]dioxane-5-carboxylic acid

temsirolimus

C₅₇H₈₇NO₁₅

C₅₈H₈₉NO₁₆