5-(2-phenyl-ethyl)-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-3-isoxazolecarboxylic acid ethyl ester

Base Information

• Chemical Name: 5-(2-phenyl-ethyl)-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-3-isoxazolecarboxylic acid ethyl ester
• CAS No.: 216962-18-4
• Molecular Formula: C₂₁H₂₇NO₅
• Molecular Weight: 373.449
• Mol file: 216962-18-4.mol

Synonyms:5-(2-phenyl-ethyl)-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-3-isoxazolecarboxylic acid ethyl ester

Chemical Property of 5-(2-phenyl-ethyl)-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-3-isoxazolecarboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2-phenyl-ethyl)-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-3-isoxazolecarboxylic acid ethyl ester

There total 4 articles about 5-(2-phenyl-ethyl)-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-3-isoxazolecarboxylic 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: 72.0%

benzyl bromide (100-39-0) + 3-isoxazolecarboxylic acid 5-methyl-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-ethyl ester (216962-12-8) → 5-(2-phenyl-ethyl)-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-3-isoxazolecarboxylic acid ethyl ester (216962-18-4)

Guidance literature:

3-isoxazolecarboxylic acid 5-methyl-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-ethyl ester; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

benzyl bromide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 6h;

DOI:10.1016/S0040-4020(01)00781-5

Reference yield:

3-isoxazolecarboxylic acid 5-methyl-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-ethyl ester (216962-12-8) → 5-(2-phenyl-ethyl)-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-3-isoxazolecarboxylic acid ethyl ester (216962-18-4)

Guidance literature:

3-isoxazolecarboxylic acid 5-methyl-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-ethyl ester; With lithium diisopropyl amide; In tetrahydrofuran; hexane; for 0.166667h; cooling;

C₆H₅CH₂X; In tetrahydrofuran; hexane; for 6h;

DOI:10.1021/ol049619m

Reference yield:

ethyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate (15911-11-2) → 5-(2-phenyl-ethyl)-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-3-isoxazolecarboxylic acid ethyl ester (216962-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 96 percent / TsOH*H₂O / benzene / 6 h / Heating

2.1: diisopropylamine; nBuLi / hexane; tetrahydrofuran / 0.17 h / -78 °C

2.2: 72 percent / hexane; tetrahydrofuran / 6 h / -78 - 20 °C

With n-butyllithium; toluene-4-sulfonic acid; diisopropylamine; In tetrahydrofuran; hexane; benzene;

DOI:10.1016/S0040-4020(01)00781-5

upstream raw materials:

benzyl bromide

3-isoxazolecarboxylic acid 5-methyl-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-ethyl ester

ethyl 4-acetyl-5-methyl-1,2-oxazole-3-carboxylate

2,2-Dimethyl-1,3-propanediol

Downstream raw materials:

5-(2-phenyl-1-hydroxy-ethyl)-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-3-isoxazolecarboxylic acid ethyl ester

(S)-5-(2-phenyl-1-(t-butyldiphenylsilyloxy)-ethyl)-4-(2,5,5-trimethyl-1,3-dioxan-2-yl)-3-isoxazolecarboxylic acid ethyl ester

5-(2-phenyl-1-(t-butyldiphenylsilyloxy)-ethyl)-4-methoxycarbonylmethyl-3-isoxazolecarboxylic acid ethyl ester

5-(2-phenyl-1-(t-butyldiphenylsilyloxy)-ethyl)-4-(2-hydroxy-ethyl)-3-isoxazolecarboxylic acid ethyl ester