Ethyl 3-hydroxy-4-methyl-2-methylidenepentanoate

Base Information

• Chemical Name: Ethyl 3-hydroxy-4-methyl-2-methylidenepentanoate
• CAS No.: 135638-64-1
• Molecular Formula: C9H16O3
• Molecular Weight: 172.224
• DSSTox Substance ID: DTXSID90464677
• Nikkaji Number: J430.734H
• Mol file: 135638-64-1.mol

Synonyms:135638-64-1;ETHYL 3-HYDROXY-4-METHYL-2-METHYLIDENEPENTANOATE;SCHEMBL1417541;3-Hydroxy-4-methyl-2-methylene-pentanoic acid ethyl ester;DTXSID90464677;KPMZLFYCDSSNIF-UHFFFAOYSA-N;AKOS015904476;FT-0760438;ethyl 3-hydroxy-4-methyl-2-methylene-pentanoate;A806962

Chemical Property of Ethyl 3-hydroxy-4-methyl-2-methylidenepentanoate

Chemical Property:

• PSA: 46.53000
• LogP: 1.12260
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 172.109944368
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=C)C(C(C)C)O

Technology Process of Ethyl 3-hydroxy-4-methyl-2-methylidenepentanoate

There total 4 articles about Ethyl 3-hydroxy-4-methyl-2-methylidenepentanoate 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: 91.0%

isobutyraldehyde (78-84-2) + ethyl acrylate (140-88-5,9003-32-1) → 2-(1-hydroxy-2-methylpropyl)acrylic acid ethyl ester (135638-64-1)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; at 20 ℃; for 360h; Schlenk technique; Darkness;

DOI:10.1039/c9ob00533a

Reference yield: 88.0%

isobutyraldehyde (78-84-2) + propynoic acid ethyl ester (623-47-2) → 2-(1-hydroxy-2-methylpropyl)acrylic acid ethyl ester (135638-64-1)

Guidance literature:

propynoic acid ethyl ester; With N-methyl-2-indolinone; diisobutylaluminium hydride; In tetrahydrofuran; hexane; at 0 - 20 ℃;

isobutyraldehyde; In tetrahydrofuran; hexane; at 20 ℃; for 4h;

Reference yield: 70.0%

isovaleraldehyde (590-86-3) + ethyl acrylate (140-88-5,9003-32-1) → 2-(1-hydroxy-2-methylpropyl)acrylic acid ethyl ester (135638-64-1)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/ejoc.201402700

upstream raw materials:

sodium ethanolate

4-(1-methylethyl)-3-methylene-1-oxetane-2-one

isobutyraldehyde

propynoic acid ethyl ester

Downstream raw materials:

C₃₀H₃₇FN₂O₇

4-{4-[5-((2S,3R,4R,5S,6R)-5-fluoro-3,4-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-isopropyl-1H-pyrazol-4-ylmethyl]-phenyl}-N-(2-hydroxy-1,1-bis-hydroxymethyl-ethyl)butyramide

Refernces

• 1、 Feng, Jianqing,Lu, Xiyan,Kong, Aidi,Han, Xiuling. "A highly regio- and stereo-selective [3+2] annulation of allylic compounds and 2-substituted 1,1-dicyanoalkenes through a catalytic carbon-phosphorus ylide reaction". . p. 6035 - 6041. Retrieved 2007.
• 2、 -. "METHOD FOR PRODUCING PYRAZOLE GLYCOSIDE DERIVATIVES". Page/Page column 30. . Retrieved 2011/04/14.