(E)-3-[(4S,5R)-4-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-acrylic acid ethyl ester

Base Information

• Chemical Name: (E)-3-[(4S,5R)-4-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-acrylic acid ethyl ester
• CAS No.: 807616-94-0
• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.342
• Mol file: 807616-94-0.mol

Synonyms:(E)-3-[(4S,5R)-4-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-acrylic acid ethyl ester

Chemical Property of (E)-3-[(4S,5R)-4-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-acrylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-[(4S,5R)-4-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-acrylic acid ethyl ester

There total 4 articles about (E)-3-[(4S,5R)-4-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-acrylic acid ethyl 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: 98.0%

(E)-3-((4S,5R)-4-[1,3]Dithian-2-ylmethyl-2-phenyl-[1,3]dioxan-5-yloxy)-acrylic acid ethyl ester (807617-31-8) → (E)-3-[(4S,5R)-4-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-acrylic acid ethyl ester (807616-94-0)

Guidance literature:

With sodium hydrogencarbonate; methyl iodide; In acetonitrile; at 20 ℃; for 22h;

DOI:10.1021/ja0449269

Reference yield:

2-deoxy-D-erythro-pentose cyclic 1,3-propanediyl mercaptal (50907-65-8) → (E)-3-[(4S,5R)-4-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-acrylic acid ethyl ester (807616-94-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 170 mg / CSA / ethyl acetate / 16 h / 20 °C

2: 173 mg / N-methylmorpholine / CH₂Cl₂ / 4 h / 20 °C

3: 98 percent / NaHCO₃; MeI / acetonitrile / 22 h / 20 °C

With 4-methyl-morpholine; camphor-10-sulfonic acid; sodium hydrogencarbonate; methyl iodide; In dichloromethane; ethyl acetate; acetonitrile; 2: hetero-Michael reaction;

DOI:10.1021/ja0449269

Reference yield:

(4S,5R)-4-[1,3]Dithian-2-ylmethyl-2-phenyl-[1,3]dioxan-5-ol (807617-30-7) → (E)-3-[(4S,5R)-4-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-acrylic acid ethyl ester (807616-94-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 173 mg / N-methylmorpholine / CH₂Cl₂ / 4 h / 20 °C

2: 98 percent / NaHCO₃; MeI / acetonitrile / 22 h / 20 °C

With 4-methyl-morpholine; sodium hydrogencarbonate; methyl iodide; In dichloromethane; acetonitrile; 1: hetero-Michael reaction;

DOI:10.1021/ja0449269

upstream raw materials:

(E)-3-((4S,5R)-4-[1,3]Dithian-2-ylmethyl-2-phenyl-[1,3]dioxan-5-yloxy)-acrylic acid ethyl ester

benzaldehyde dimethyl acetal

2-deoxy-D-erythro-pentose cyclic 1,3-propanediyl mercaptal

(4S,5R)-4-[1,3]Dithian-2-ylmethyl-2-phenyl-[1,3]dioxan-5-ol

Downstream raw materials:

C₆₅H₁₁₂O₁₂Si₄

C₆₅H₁₁₂O₁₀Si₄

C₅₆H₈₈O₁₀Si₂

C₄₃H₆₀O₁₂