(2S)-1-acetoxy-2-methyl-3-p-methoxyphenylpropane

Base Information

• Chemical Name: (2S)-1-acetoxy-2-methyl-3-p-methoxyphenylpropane
• CAS No.: 262849-39-8
• Molecular Formula: C₁₃H₁₈O₃
• Molecular Weight: 222.284
• Mol file: 262849-39-8.mol

Synonyms:(2S)-1-acetoxy-2-methyl-3-p-methoxyphenylpropane

Chemical Property of (2S)-1-acetoxy-2-methyl-3-p-methoxyphenylpropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-1-acetoxy-2-methyl-3-p-methoxyphenylpropane

There total 8 articles about (2S)-1-acetoxy-2-methyl-3-p-methoxyphenylpropane 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: 77.0%

(2R,3R)-(1,3)-diacetoxy-2-methyl-3-p-methoxyphenylpropane (92656-06-9) → (2S)-1-acetoxy-2-methyl-3-p-methoxyphenylpropane (262849-39-8)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; at 20 ℃; under 760 Torr;

DOI:10.1248/cpb.48.272

Reference yield: 42.0%

vinyl acetate (108-05-4,9003-20-7) + (+/-)-2-methyl-3-(p-methoxyphenyl)propanol (64506-21-4) → (S)-(-)-3-(4-methoxyphenyl)-2-methylpropan-1-ol (79253-39-7) + (R)-(+)-3-(4-methoxyphenyl)-2-methylpropan-1-ol + (2S)-1-acetoxy-2-methyl-3-p-methoxyphenylpropane (262849-39-8)

Guidance literature:

With lipase Amano P; In di-isopropyl ether; at 33 ℃; for 1h;

DOI:10.1248/cpb.56.118

Reference yield:

(E)-3-(4-Methoxyphenyl)-2-methylprop-2-en-1-ol (91970-30-8,139711-01-6,37542-82-8) → (2S)-1-acetoxy-2-methyl-3-p-methoxyphenylpropane (262849-39-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: BH₃*Me₂S / tetrahydrofuran / 2 h / 20 °C

1.2: 89 percent / NaOH; 30 percent aq. H₂O₂ / tetrahydrofuran

2.1: lipase Amano P / 33 °C

3.1: 83 percent / DMAP; pyridine / 0.5 h / 20 °C

4.1: 77 percent / H₂ / 20 percent Pd(OH)2/C / methanol / 20 °C / 760 Torr

With pyridine; dmap; dimethylsulfide borane complex; lipase Amano P; hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol;

DOI:10.1248/cpb.48.272

upstream raw materials:

(2R,3R)-(1,3)-diacetoxy-2-methyl-3-p-methoxyphenylpropane

(E)-3-(4-Methoxyphenyl)-2-methylprop-2-en-1-ol

α,β-anti-methyl 3-hydroxy-2-methyl-3-(p-methoxyphenyl)propionate

α,β-syn-methyl 3-hydroxy-2-methyl-3-(p-methoxyphenyl)propionate

Downstream raw materials:

(S)-(-)-3-(4-methoxyphenyl)-2-methylpropan-1-ol

(S)-1-bromo-2-methyl-3-(p-methoxyphenyl)propanol

(2S)-2-methyl-3-(p-methoxyphenyl)-1-phenylsulfonylpropane