(3R^*,4S^*)-3-(2-hydroxyethyl)-4-(4-methoxyphenyl)-4-methylcyclohexan-1-one ethylene acetal

Base Information

• Chemical Name: (3R^*,4S^*)-3-(2-hydroxyethyl)-4-(4-methoxyphenyl)-4-methylcyclohexan-1-one ethylene acetal
• CAS No.: 99432-90-3
• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.402

Synonyms:(3R^*,4S^*)-3-(2-hydroxyethyl)-4-(4-methoxyphenyl)-4-methylcyclohexan-1-one ethylene acetal

Chemical Property of (3R^*,4S^*)-3-(2-hydroxyethyl)-4-(4-methoxyphenyl)-4-methylcyclohexan-1-one ethylene acetal

Chemical Property:

Purity/Quality:

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Technology Process of (3R^*,4S^*)-3-(2-hydroxyethyl)-4-(4-methoxyphenyl)-4-methylcyclohexan-1-one ethylene acetal

There total 3 articles about (3R^*,4S^*)-3-(2-hydroxyethyl)-4-(4-methoxyphenyl)-4-methylcyclohexan-1-one ethylene acetal 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:

4-methyl-4-(4-methoxyphenyl)-cyclohex-2-en-1-one (99432-86-7) → (3R*,4S*)-3-(2-hydroxyethyl)-4-(4-methoxyphenyl)-4-methylcyclohexan-1-one ethylene acetal (99432-90-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 3.8 g / copper(I) bromide - dimethyl sulfide (CuBr*Me₂S) / tetrahydrofuran; various solvent(s) / 1.5 h / -78 °C

2: 60 percent / p-TsOH / benzene / 5 h / Heating

3: 1.) sodium borohydride, BF₃Et₂O; 2.) H₂O₂ (30percent) / 1.) THF; 2.) water, NaOH, room temp., 2.5 h

With sodium tetrahydroborate; copper(I) bromide dimethylsulfide complex; boron trifluoride diethyl etherate; dihydrogen peroxide; toluene-4-sulfonic acid; In tetrahydrofuran; benzene;

DOI:10.1248/cpb.33.944

Reference yield:

(3R*,4S*)-4-(4-methoxyphenyl)-4-methyl-3-vinylcyclohexan-1-one (99432-87-8,99432-88-9) → (3R*,4S*)-3-(2-hydroxyethyl)-4-(4-methoxyphenyl)-4-methylcyclohexan-1-one ethylene acetal (99432-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / p-TsOH / benzene / 5 h / Heating

2: 1.) sodium borohydride, BF₃Et₂O; 2.) H₂O₂ (30percent) / 1.) THF; 2.) water, NaOH, room temp., 2.5 h

With sodium tetrahydroborate; boron trifluoride diethyl etherate; dihydrogen peroxide; toluene-4-sulfonic acid; In benzene;

DOI:10.1248/cpb.33.944

Reference yield:

(3R*,4S*)-4-(4-methoxyphenyl)-4-methyl-3-vinylcyclohexan-1-one ethylene acetal (99432-89-0) → (3R*,4S*)-3-(2-hydroxyethyl)-4-(4-methoxyphenyl)-4-methylcyclohexan-1-one ethylene acetal (99432-90-3)

Guidance literature:

With sodium tetrahydroborate; boron trifluoride diethyl etherate; dihydrogen peroxide; Yield given. Multistep reaction; 1.) THF; 2.) water, NaOH, room temp., 2.5 h;

DOI:10.1248/cpb.33.944

upstream raw materials:

(3R^*,4S^*)-4-(4-methoxyphenyl)-4-methyl-3-vinylcyclohexan-1-one ethylene acetal

4-methyl-4-(4-methoxyphenyl)-cyclohex-2-en-1-one

(3R^*,4S^*)-4-(4-methoxyphenyl)-4-methyl-3-vinylcyclohexan-1-one

Downstream raw materials:

(3R^*,4S^*)-3-(carboxymethyl)-4-(4-methoxyphenyl)-4-methylcyclohexan-1-one

(3R^*,4S^*)-4-(acetoxyphenyl)-3-carboxymethyl-4-methylcyclohexane-1-one

Acetic acid 4-((1S,2R)-2-chlorocarbonylmethyl-1-methyl-4-oxo-cyclohexyl)-phenyl ester

(3R^*,4S^*)-3-carboxymethyl-4-(4-hydroxyphenyl)-4-methylcyclohexan-1-one

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