methyl (R)-2-[((tetradecylthio)carbonyl)acetyloxy]-3-triphenylmethyloxypropionate

Base Information

• Chemical Name: methyl (R)-2-[((tetradecylthio)carbonyl)acetyloxy]-3-triphenylmethyloxypropionate
• CAS No.: 212513-22-9
• Molecular Formula: C₄₀H₅₂O₆S
• Molecular Weight: 660.915
• Mol file: 212513-22-9.mol

Synonyms:methyl (R)-2-[((tetradecylthio)carbonyl)acetyloxy]-3-triphenylmethyloxypropionate

Chemical Property of methyl (R)-2-[((tetradecylthio)carbonyl)acetyloxy]-3-triphenylmethyloxypropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (R)-2-[((tetradecylthio)carbonyl)acetyloxy]-3-triphenylmethyloxypropionate

There total 4 articles about methyl (R)-2-[((tetradecylthio)carbonyl)acetyloxy]-3-triphenylmethyloxypropionate 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: 67.0%

methyl (2R)-2-methoxy-3-(triphenylmethoxy)propanoate (16814-88-3) + (tetradecylthio)carbonylacetic acid (212513-21-8) → methyl (R)-2-[((tetradecylthio)carbonyl)acetyloxy]-3-triphenylmethyloxypropionate (212513-22-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1021/jm0100741

Reference yield:

1-Tetradecanol (112-72-1) → methyl (R)-2-[((tetradecylthio)carbonyl)acetyloxy]-3-triphenylmethyloxypropionate (212513-22-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 2 h / 0 - 23 °C

2: 98 percent / LiAlH₄ / diethyl ether / 0 - 23 °C

3: 51 percent / ethyl polyphosphate / CHCl₃; tetrahydrofuran / 41 h / 23 °C

4: 67 percent / DCC / CH₂Cl₂ / 1.5 h / 0 °C

With lithium aluminium tetrahydride; ethyl phosphate; di-isopropyl azodicarboxylate; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform;

DOI:10.1021/jm0100741

Reference yield:

1-tetradecanethiol (2079-95-0) → methyl (R)-2-[((tetradecylthio)carbonyl)acetyloxy]-3-triphenylmethyloxypropionate (212513-22-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / ethyl polyphosphate / CHCl₃; tetrahydrofuran / 41 h / 23 °C

2: 67 percent / DCC / CH₂Cl₂ / 1.5 h / 0 °C

With ethyl phosphate; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; chloroform;

DOI:10.1021/jm0100741

upstream raw materials:

methyl (2R)-2-methoxy-3-(triphenylmethoxy)propanoate

(tetradecylthio)carbonylacetic acid

1-Tetradecanol

1-tetradecanethiol