cis-Methyl 2,2-diMethyl-3-hydroxycyclobutanecarboxylate

Base Information

• Chemical Name: cis-Methyl 2,2-diMethyl-3-hydroxycyclobutanecarboxylate
• CAS No.: 1392804-41-9
• Molecular Formula: C8H14O3
• Molecular Weight: 158.19496
• Hs Code.: 2916200090
• Mol file: 1392804-41-9.mol

Synonyms:cis-Methyl 2,2-diMethyl-3-hydroxycyclobutanecarboxylate;(1R,3S)-rel-Methyl 3-hydroxy-2,2-dimethylcyclobutanecarboxylate

Chemical Property of cis-Methyl 2,2-diMethyl-3-hydroxycyclobutanecarboxylate

Chemical Property:

• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

cis-Methyl2,2-dimethyl-3-hydroxycyclobutanecarboxylate ^*data from reagent suppliers

Safty Information:

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Technology Process of cis-Methyl 2,2-diMethyl-3-hydroxycyclobutanecarboxylate

There total 4 articles about cis-Methyl 2,2-diMethyl-3-hydroxycyclobutanecarboxylate 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: 82.0%

(1S,3R)-3-Acetoxy-2,2-dimethyl-cyclobutanecarboxylic acid methyl ester (527751-14-0) → (1S,3R)-methyl 3-hydroxy-2,2-dimethylcyclobutanecarboxylate (1392804-41-9,1392804-27-1,1392804-78-2)

Guidance literature:

With potassium hydroxide; In methanol; at 0 ℃; for 3h;

DOI:10.1016/S0957-4166(02)00823-6

Reference yield:

methyl (1S,3R)-3-acetyl-2,2-dimethylcyclobutanecarboxylate (136780-45-5) → (1S,3R)-methyl 3-hydroxy-2,2-dimethylcyclobutanecarboxylate (1392804-41-9,1392804-27-1,1392804-78-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / m-CPBA / CH₂Cl₂ / 48 h / 20 °C

2: 82 percent / KOH / methanol / 3 h / 0 °C

With potassium hydroxide; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; 1: Beeyer-Villiger reaction;

DOI:10.1016/S0957-4166(02)00823-6

Reference yield:

(-)-Verbenone (80-57-9,1196-01-6) → (1S,3R)-methyl 3-hydroxy-2,2-dimethylcyclobutanecarboxylate (1392804-41-9,1392804-27-1,1392804-78-2)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium periodate / tetrachloromethane; water; acetonitrile

2: diethyl ether

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane

4: water; potassium carbonate / ethanol

With sodium periodate; water; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrachloromethane; diethyl ether; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1016/j.tetasy.2011.10.016

upstream raw materials:

(1S,3R)-3-Acetoxy-2,2-dimethyl-cyclobutanecarboxylic acid methyl ester

methyl (1S,3R)-3-acetyl-2,2-dimethylcyclobutanecarboxylate

(-)-Verbenone

(1S,3R)-3-acetyl-2,2-dimethylcyclobutane carboxylic acid

Downstream raw materials:

(1S)-methyl 2,2-dimethyl-3-oxocyclobutanecarboxylate

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