(1S,2S)-2-[(E)-5-(2,5-Bis-benzyloxy-phenyl)-3-methyl-pent-3-enyl]-1,3,3-trimethyl-cyclohexanol

Base Information

Chemical Name:(1S,2S)-2-[(E)-5-(2,5-Bis-benzyloxy-phenyl)-3-methyl-pent-3-enyl]-1,3,3-trimethyl-cyclohexanol
CAS No.:316803-69-7
Molecular Formula:C₃₅H₄₄O₃
Molecular Weight:512.733
Hs Code.:

Synonyms:(1S,2S)-2-[(E)-5-(2,5-Bis-benzyloxy-phenyl)-3-methyl-pent-3-enyl]-1,3,3-trimethyl-cyclohexanol

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Chemical Property of (1S,2S)-2-[(E)-5-(2,5-Bis-benzyloxy-phenyl)-3-methyl-pent-3-enyl]-1,3,3-trimethyl-cyclohexanol

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Technology Process of (1S,2S)-2-[(E)-5-(2,5-Bis-benzyloxy-phenyl)-3-methyl-pent-3-enyl]-1,3,3-trimethyl-cyclohexanol

There total 16 articles about (1S,2S)-2-[(E)-5-(2,5-Bis-benzyloxy-phenyl)-3-methyl-pent-3-enyl]-1,3,3-trimethyl-cyclohexanol 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:

: 31207-65-5
8α-acetoxy-13,14,15,16-tetranor-12-labdanoic acid

: 316803-69-7
(1S,2S)-2-[(E)-5-(2,5-Bis-benzyloxy-phenyl)-3-methyl-pent-3-enyl]-1,3,3-trimethyl-cyclohexanol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 99 percent / Pb(OAc)4; I₂ / benzene / 4 h / 50 - 60 °C / Irradiation

2.1: 82 percent / t-BuOK / various solvent(s); dimethylsulfoxide / 4 h / 20 °C

3.1: 88 percent / KOH / methanol / 2 h / 20 °C

4.1: O₃ / CH₂Cl₂ / 0.75 h / -78 °C

4.2: 88 percent / NaBH₄ / methanol / 0.5 h / 20 °C

5.1: 90 percent / aq. NaIO₄ / 2-methyl-propan-2-ol / 4 h / 20 °C

6.1: 95 percent / MCPBA; NaHCO₃ / CH₂Cl₂ / 3 h / Heating

7.1: tetrahydrofuran / 0.75 h / 0 °C

8.1: tetrahydrofuran / 13 h / 20 °C

9.1: LiCl / Pd(dba)2 / dimethylformamide / 15 h / 20 °C

10.1: 235 mg / KOH / methanol / 14 h / 20 °C

With lead(IV) acetate; potassium hydroxide; sodium periodate; potassium tert-butylate; iodine; sodium hydrogencarbonate; ozone; 3-chloro-benzenecarboperoxoic acid; lithium chloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol; benzene; 1.1: Decarboxylation / 2.1: Dehydroiodination / 3.1: Substitution / 4.1: Oxidation / 4.2: Reduction / 5.1: Ring cleavage / 6.1: Oxidation / 7.1: Grignard reaction / 8.1: Acylation / 9.1: Substitution / 10.1: Substitution;

Reference yield:

: 52647-50-4
4-<(1'S,2'S)-2'-formyl-2',6',6'-trimethylcyclohexyl>-2-butanone

: 316803-69-7
(1S,2S)-2-[(E)-5-(2,5-Bis-benzyloxy-phenyl)-3-methyl-pent-3-enyl]-1,3,3-trimethyl-cyclohexanol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / MCPBA; NaHCO₃ / CH₂Cl₂ / 3 h / Heating

2: tetrahydrofuran / 0.75 h / 0 °C

3: tetrahydrofuran / 13 h / 20 °C

4: LiCl / Pd(dba)2 / dimethylformamide / 15 h / 20 °C

5: 235 mg / KOH / methanol / 14 h / 20 °C

With potassium hydroxide; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; lithium chloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Oxidation / 2: Grignard reaction / 3: Acylation / 4: Substitution / 5: Substitution;

Reference yield:

: 79886-54-7
11-nordrimane-8α,9β-diol

: 316803-69-7
(1S,2S)-2-[(E)-5-(2,5-Bis-benzyloxy-phenyl)-3-methyl-pent-3-enyl]-1,3,3-trimethyl-cyclohexanol

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / aq. NaIO₄ / 2-methyl-propan-2-ol / 4 h / 20 °C

2: 95 percent / MCPBA; NaHCO₃ / CH₂Cl₂ / 3 h / Heating

3: tetrahydrofuran / 0.75 h / 0 °C

4: tetrahydrofuran / 13 h / 20 °C

5: LiCl / Pd(dba)2 / dimethylformamide / 15 h / 20 °C

6: 235 mg / KOH / methanol / 14 h / 20 °C

With potassium hydroxide; sodium periodate; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; lithium chloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Ring cleavage / 2: Oxidation / 3: Grignard reaction / 4: Acylation / 5: Substitution / 6: Substitution;