4-(adamantan-1-yloxy)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)butyric acid benzyl ester

Base Information

• Chemical Name: 4-(adamantan-1-yloxy)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)butyric acid benzyl ester
• CAS No.: 269071-39-8
• Molecular Formula: C₃₉H₃₉O₄P
• Molecular Weight: 602.71

Synonyms:4-(adamantan-1-yloxy)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)butyric acid benzyl ester

Chemical Property of 4-(adamantan-1-yloxy)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)butyric acid benzyl ester

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Technology Process of 4-(adamantan-1-yloxy)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)butyric acid benzyl ester

There total 3 articles about 4-(adamantan-1-yloxy)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)butyric acid benzyl 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%

oxalyl dichloride (79-37-8) + (adamantan-1-yloxy)-acetic acid (1614-38-6) + (carbobenzyloxymethylene)triphenylphosphorane (15097-38-8) → 4-(adamantan-1-yloxy)-3-oxo-2-(triphenyl-λ5-phosphanylidene)butyric acid benzyl ester (269071-39-8)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; N,N-dimethyl-formamide; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; benzene;

Reference yield:

(adamantan-1-yloxy)-acetyl chloride + (carbobenzyloxymethylene)triphenylphosphorane (15097-38-8) → 4-(adamantan-1-yloxy)-3-oxo-2-(triphenyl-λ5-phosphanylidene)butyric acid benzyl ester (269071-39-8)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; In benzene; at 20 ℃; for 16h;

DOI:10.1021/jm0490686

Reference yield:

(adamantan-1-yloxy)-acetic acid (1614-38-6) → 4-(adamantan-1-yloxy)-3-oxo-2-(triphenyl-λ5-phosphanylidene)butyric acid benzyl ester (269071-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂; DMF / 0.25 h / Heating

2: 105.6 g / N,O-trimethylsilylacetamide / benzene / 16 h / 20 °C

With thionyl chloride; N,O-bis-(trimethylsilyl)-acetamide; N,N-dimethyl-formamide; In benzene;

DOI:10.1021/jm0490686

upstream raw materials:

(carbobenzyloxymethylene)triphenylphosphorane

(adamantan-1-yloxy)-acetic acid

oxalyl dichloride

Downstream raw materials:

3-{[5-(Adamantan-1-yloxymethyl)-2-cyclohexyl-1H-imidazole-4-carbonyl]-amino}-benzoic Acid Benzyl Ester

JB₉₉₁₅₇

5-(adamantan-1-yloxymethyl)-2-bicyclo[2.2.2]oct-1-yl-1H-imidazole-4-carboxylic acid benzyl ester

5-(adamantan-1-yloxymethyl)-2-(2,4,6-trimethyl-phenyl)-1H-imidazole-4-carboxylic acid benzyl ester

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