bromoacetic acid (-)-8-phenylmenthol ester

Base Information

• Chemical Name: bromoacetic acid (-)-8-phenylmenthol ester
• CAS No.: 80595-59-1
• Molecular Formula: C₁₈H₂₅BrO₂
• Molecular Weight: 353.299
• Mol file: 80595-59-1.mol

Synonyms:bromoacetic acid (-)-8-phenylmenthol ester

Chemical Property of bromoacetic acid (-)-8-phenylmenthol ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of bromoacetic acid (-)-8-phenylmenthol ester

There total 8 articles about bromoacetic acid (-)-8-phenylmenthol 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: 100.0%

(-)-8-phenylmenthol (65253-04-5) + bromoacetic acid (79-08-3) → bromoacetic acid (-)-8-phenylmenthol ester (80595-59-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 3h;

DOI:10.1016/S0957-4166(97)00223-1

Reference yield: 95.0%

2-bromoacetyl chloride (22118-09-8) + (-)-8-phenylmenthol (65253-04-5) → bromoacetic acid (-)-8-phenylmenthol ester (80595-59-1)

Guidance literature:

With pyridine; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/S0957-4166(00)80019-1

Reference yield: 93.0%

(-)-8-phenylmenthol (65253-04-5) + 2-Bromoacetyl bromide (598-21-0) → bromoacetic acid (-)-8-phenylmenthol ester (80595-59-1)

Guidance literature:

With pyridine; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1021/ja00372a027

upstream raw materials:

2-bromoacetyl chloride

(-)-8-phenylmenthol

bromoacetic acid

2-Bromoacetyl bromide

Downstream raw materials:

(+)-8-phenylmenthyl azidoacetate

(2R,3R)-3-Methyl-3-phenyl-oxirane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

(-)-8-phenylmenthyl (2S,3R)-2-hydroxy-3-methyl-4-pentenoate

N-benzyl-N,N-dimethyl-N-[(-)-8-phenylmenthoyloxycarbonylmethyl]ammonium bromide

Refernces

• 1、 Tayama, Eiji,Kimura, Hiroshi. "Asymmetric Sommelet-Hauser rearrangement of N-benzylic ammonium salts". . p. 8869 - 8871. Retrieved 2008/09/19.
• 2、 Takagi, Ryukichi,Kimura, Jyunji,Shinohara, Yoshihiro,Ohba, Yuko,Takezono, Kyoko,Hiraga, Yoshikazu,Kojima, Satoshi,Ohkata, Katsuo. "Asymmetric induction in Darzens condensation by means of (-)-8-phenylmenthyl and (-)-menthyl auxiliaries". . p. 689 - 698. Retrieved 2007/10/03.