Methylphenylphosphinic acid (1R,3R,4S)-p-menthane-3-yl ester

Base Information

• Chemical Name: Methylphenylphosphinic acid (1R,3R,4S)-p-menthane-3-yl ester
• CAS No.: 16934-92-2
• Molecular Formula: C17H27O2P
• Molecular Weight: 294.374
• Mol file: 16934-92-2.mol

Synonyms:(-)-Methylphenylphosphinic acid (1R)-5β-methyl-2α-(1-methylethyl)cyclohexane-1β-yl ester;(+)-Methylphenylphosphinic acid (1R)-5β-methyl-2α-(1-methylethyl)cyclohexane-1β-yl ester;Methylphenylphosphinic acid (1R,3R,4S)-p-menthane-3-yl ester

Chemical Property of Methylphenylphosphinic acid (1R,3R,4S)-p-menthane-3-yl ester

Chemical Property:

• Melting Point: 82 - 84 °C
• PSA: 36.11000
• LogP: 4.69720

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methylphenylphosphinic acid (1R,3R,4S)-p-menthane-3-yl ester

There total 27 articles about Methylphenylphosphinic acid (1R,3R,4S)-p-menthane-3-yl 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: 90.0%

(Rp)-menthyl phenyl-H-phosphinate + methyl iodide (74-88-4) → (Rp)-menthyl methylphenylphosphinate (16934-92-2)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

Reference yield: 90.0%

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl phenylphosphinate (31352-60-0,31352-61-1,54353-18-3) + methyl iodide (74-88-4) → (Rp)-menthyl methylphenylphosphinate (16934-92-2)

Guidance literature:

With bis-(trimethylsilyl)acetamide; In dichloromethane; at 0 - 20 ℃; for 2h; stereoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201306628

Reference yield:

(-)-menthol (2216-51-5) + methyl methylphenylphosphinate (6389-79-3) → (Rp)-menthyl methylphenylphosphinate (16934-92-2) + (Sp)-Menthylmethylphenylphosphinate (16934-93-3)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

upstream raw materials:

methylphenylphosphinic acid

(-)-menthone hydrazone

(-)-menthol

methyl(phenyl)phosphinic chloride

Downstream raw materials:

(R)-methylphenyl-o-anisylphosphine oxide

(S_P)-(-)-(4-methoxyphenyl)methylphenylphosphine oxide

(S_p)-(2-methoxyphenyl)methylphenylphosphine oxide

(R)-m-anisylmethylphenylphosphine oxide