acetic acid, 2-diazo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Base Information

• Chemical Name: acetic acid, 2-diazo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
• CAS No.: 63254-50-2
• Molecular Formula: C₁₂H₂₀N₂O₂
• Molecular Weight: 224.303
• Mol file: 63254-50-2.mol

Synonyms:L-menthyl diazoacetate

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

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about acetic acid, 2-diazo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)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: 73.0%

1-menthyl glycine + isopentyl nitrite (110-46-3) → L-menthyl diazoacetate (63254-50-2)

Guidance literature:

With sodium hydrogencarbonate; acetic acid; In chloroform; water;

Reference yield:

(1R,2S,5R)-(-)-menthyl diazoacetoacetate (127236-74-2) → L-menthyl diazoacetate (63254-50-2)

Guidance literature:

With lithium hydroxide monohydrate; In water; acetonitrile; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jacs.7b04756

Reference yield:

(-)-menthol (2216-51-5) → L-menthyl diazoacetate (63254-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / acetonitrile / 20 °C

2: DBU; N,N'-ditosylhydrazine / tetrahydrofuran / 0 °C

With sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; acetonitrile;

DOI:10.1021/ol701432k

upstream raw materials:

(-)-menthol

p-toluenesulfonylhydrazone glyoxylic acid chloride

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-aminoacetate

(1R,2S,5R)-menthol bromoacetate

Downstream raw materials:

cis l-menthyl 2-phenyl-1-cyclopropanecarboxylate

(1S,2S)-2-Phenyl-cyclopropanecarboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

(1R,2S)-L-menthyl 2-phenylcyclopropanecarboxylate

(1R,2R)-L-menthyl 2-phenylcyclopropanecarboxylate