(diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester

Base Information

• Chemical Name: (diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester
• CAS No.: 155795-48-5
• Molecular Formula: C₂₂H₃₅O₅P
• Molecular Weight: 410.491

Synonyms:(diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester

Chemical Property of (diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester

Chemical Property:

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Technology Process of (diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester

There total 3 articles about (diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 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: 98.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + (-)-8-phenylmenthol (65253-04-5) → (diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester (155795-48-5)

Guidance literature:

With dmap; In toluene; at 115 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.tetasy.2012.11.021

Reference yield: 95.0%

(1R,2S,5R)-(+)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl chloroacetate (71804-27-8) + triethyl phosphite (122-52-1) → (diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester (155795-48-5)

Guidance literature:

for 8h; Heating;

Reference yield:

(-)-8-phenylmenthol (65253-04-5) → (diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester (155795-48-5)

Guidance literature:

2: Michaelis-Arbuzov reaction;

DOI:10.1055/s-2006-949653

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

(-)-8-phenylmenthol

(1R,2S,5R)-(+)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl chloroacetate

triethyl phosphite

Downstream raw materials:

(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (2Z)-3-[(2R)-3,4-dihydro-2H-pyran-2-yl]acrylate

(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (2E)-3-[(2R)-3,4-dihydro-2H-pyran-2-yl]acrylate

(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (2Z)-3-[(2S)-3,4-dihydro-2H-pyran-2-yl]acrylate

(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (2E)-3-[(2R)-3,4-dihydro-2H-pyran-2-yl]acrylate

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