(4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylic acid

Base Information

• Chemical Name: (4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylic acid
• CAS No.: 127489-32-1
• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.267
• Mol file: 127489-32-1.mol

Synonyms:(4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylic acid

Chemical Property of (4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylic acid

There total 25 articles about (4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylic acid 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: 90.0%

methyl 5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolane 4-carboxylate (182266-41-7) → (4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylic acid (127489-32-1)

Guidance literature:

Reference yield: 87.0%

(4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carbaldehyde (130796-31-5) → (4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylic acid (127489-32-1)

Guidance literature:

With potassium phosphate; potassium permanganate; In tert-butyl alcohol; for 0.0833333h; Ambient temperature;

Reference yield:

(S)-4-methoxymandelonitrile (33646-40-1,97070-73-0,133269-64-4,139406-83-0) → (4R,5S)-5-(4-Methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid (127489-32-1,130796-33-7,130796-34-8)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Raney nickel

2: NaHSO₃

3: H(+)

4: KOH / aq. ethanol / 15 h / Heating

With potassium hydroxide; hydrogen; hydrogen cation; sodium hydrogensulfite; nickel; In ethanol;

DOI:10.1016/S0040-4039(01)93473-2

upstream raw materials:

(4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carbaldehyde

methyl (R)-2-hydroxy-2-(4-methoxyphenyl)acetate

(4R,5R)-cis-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carbaldehyde

methyl (R)-2-(4-methoxyphenyl)-2-(trimethylsilyloxy)acetate

Downstream raw materials:

methyl (4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylate

(2S,3R)-(-)-methyl 2,3-dihydroxy-3-(p-methoxyphenyl)propionate

methyl 2,3-dihydroxy-3-(4-methoxyphenyl)propanoate

methyl cis-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carboxylate