Cyclohexanecarboxylic acid, 1-amino-2,4-dihydroxy-4-methyl-, (1R,2S,4R)-rel-

Base Information

• Chemical Name: Cyclohexanecarboxylic acid, 1-amino-2,4-dihydroxy-4-methyl-, (1R,2S,4R)-rel-
• CAS No.: 367507-95-7
• Molecular Formula: C₈H₁₅NO₄
• Molecular Weight: 189.211
• Mol file: 367507-95-7.mol

Synonyms:Cyclohexanecarboxylic acid, 1-amino-2,4-dihydroxy-4-methyl-, (1R,2S,4R)-rel-

Chemical Property of Cyclohexanecarboxylic acid, 1-amino-2,4-dihydroxy-4-methyl-, (1R,2S,4R)-rel-

Chemical Property:

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Technology Process of Cyclohexanecarboxylic acid, 1-amino-2,4-dihydroxy-4-methyl-, (1R,2S,4R)-rel-

There total 5 articles about Cyclohexanecarboxylic acid, 1-amino-2,4-dihydroxy-4-methyl-, (1R,2S,4R)-rel- 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: 60.0%

(1S*,2R*,4S*)-1-benzoylamino-2,4-dihydroxy-4-methylcyclohexanecarboxylic acid → (1S*,2R*,4S*)-1-amino-2,4-dihydroxy-4-methylcyclohexanecarboxylic acid (367507-95-7)

Guidance literature:

With sodium peroxide; In water; at 50 ℃; for 24h;

DOI:10.1016/S0040-4020(01)00534-8

Reference yield:

ethyl (5S*,6R*)-8-methyl-4-oxo-2-phenyl-3-oxa-1-azaspiro[4.5]deca-1,8-dien-6-carbonate → (1S*,2R*,4S*)-1-amino-2,4-dihydroxy-4-methylcyclohexanecarboxylic acid (367507-95-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / conc. HCl / tetrahydrofuran / 1 h / 20 °C

2: 62 percent / NaHCO₃; I₂; KI / H₂O; ethanol / Heating

3: 80 percent / Bu₃SnH / CH₂Cl₂ / 6 h / Heating

4: 93 percent / NaOH; H₂O / tetrahydrofuran / 1 h / 20 °C

5: 60 percent / Na₂O₂ / H₂O / 24 h / 50 °C

With hydrogenchloride; sodium hydroxide; sodium peroxide; water; iodine; tri-n-butyl-tin hydride; sodium hydrogencarbonate; potassium iodide; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1016/S0040-4020(01)00534-8

Reference yield:

ethyl (1S*,4S*,5R*)-4-benzoylamino-1-methyl-3-oxo-2-oxa-bicyclo[2.2.2]oct-5-yl-carbonate → (1S*,2R*,4S*)-1-amino-2,4-dihydroxy-4-methylcyclohexanecarboxylic acid (367507-95-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / NaOH; H₂O / tetrahydrofuran / 1 h / 20 °C

2: 60 percent / Na₂O₂ / H₂O / 24 h / 50 °C

With sodium hydroxide; sodium peroxide; water; In tetrahydrofuran; water;

DOI:10.1016/S0040-4020(01)00534-8

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