(S,Z)-ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate

Base Information

• Chemical Name: (S,Z)-ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate
• CAS No.: 81997-75-3
• Molecular Formula: C₁₁H₁₈O₄
• Molecular Weight: 214.262
• Mol file: 81997-75-3.mol

Synonyms:(S,Z)-ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate

Chemical Property of (S,Z)-ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,Z)-ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate

There total 7 articles about (S,Z)-ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate 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: 92.0%

(carbethoxyethylidene)triphenylphosphorane (21382-82-1) + (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde (22323-80-4) → ethyl (Z)(R)-4,5-O-isopropylidene-4,5-dihydroxy-2-methylpent-2-enoate (81997-75-3,81997-76-4,93714-02-4,93714-03-5,127642-52-8,130606-67-6)

Guidance literature:

In dichloromethane; at 0 ℃; for 2.75h; Inert atmosphere;

DOI:10.1016/j.tet.2009.04.001

Reference yield: 73.0%

(carbethoxyethylidene)triphenylphosphorane (21382-82-1) + 2,3-isopropylidene-glyceraldehyde (15186-48-8) → (S,E)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropionic acid ethyl ester (81997-76-4) + (S,Z)-ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate (81997-75-3)

Guidance literature:

In dichloromethane; Ambient temperature;

DOI:10.1016/0008-6215(83)88155-5

Reference yield: 43.0%

ethyl 2-diethoxyphosphorylpropionate (3699-66-9) + 2,3-isopropylidene-glyceraldehyde (15186-48-8) → (S,E)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropionic acid ethyl ester (81997-76-4) + (S,Z)-ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylacrylate (81997-75-3)

Guidance literature:

ethyl 2-diethoxyphosphorylpropionate; With sodium hydride; In tetrahydrofuran; mineral oil; at -78 - 0 ℃; for 1h;

2,3-isopropylidene-glyceraldehyde; In tetrahydrofuran; mineral oil; at -78 ℃; for 3h;

DOI:10.1002/ejoc.201300520

upstream raw materials:

ethyl 2-diethoxyphosphorylpropionate

1,2:5,6-di-O-isopropylidene-D-mannitol

(carbethoxyethylidene)triphenylphosphorane

(4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

Downstream raw materials:

(2S,3R)-3-[(4R)-2,2-dimethyl-[1,3]dioxolane-4-yl]-2,3-dihydroxy-2-methylpropionic acid ethyl ester

ethyl 4,5-O-isopropylidene-2-C-methyl-D-xylonate

(3R,4R,4'S)-2-N-benzyl-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4-methyl-1,2-isoxazolidin-5-one

(2E,4Z)-5-Benzenesulfonyl-4-methyl-penta-2,4-dien-1-ol