(1R,2R)-(-)-1-formyl-2-phenylcyclopentane

Base Information

• Chemical Name: (1R,2R)-(-)-1-formyl-2-phenylcyclopentane
• CAS No.: 81496-54-0
• Molecular Formula: C₁₂H₁₄O
• Molecular Weight: 174.243
• Mol file: 81496-54-0.mol

Synonyms:(1R,2R)-(-)-1-formyl-2-phenylcyclopentane

Chemical Property of (1R,2R)-(-)-1-formyl-2-phenylcyclopentane

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (1R,2R)-(-)-1-formyl-2-phenylcyclopentane

There total 8 articles about (1R,2R)-(-)-1-formyl-2-phenylcyclopentane 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:

(S)-2-{[1-Cyclopent-1-enyl-meth-(E)-ylidene]-amino}-3,3-dimethyl-butyric acid tert-butyl ester (141552-28-5) → (1R,2R)-(-)-1-formyl-2-phenylcyclopentane (81496-54-0) + (1S,2S)-(+)-trans-2-phenylcyclopentanecarboxaldehyde (97276-81-8)

Guidance literature:

(S)-2-{[1-Cyclopent-1-enyl-meth-(E)-ylidene]-amino}-3,3-dimethyl-butyric acid tert-butyl ester; phenyl Grignard reagent; In tetrahydrofuran; at -30 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 0.333333h; optical yield given as %ee;

DOI:10.1002/ejoc.200900176

Reference yield:

1-cyclopentene-1-carboxaldehyde (6140-65-4) → (1R,2R)-(-)-1-formyl-2-phenylcyclopentane (81496-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / 4 Angstroems MS / hexane / 14 h

2: 1.) (2S,3S)-1,2-dimethoxybutane, 2.) acetate buffer / 1.) toluene, -45 deg C, 4 h, 2.) H₂O, toluene, rt, 1.5 h

With acetate buffer; 1,2-dimethoxybutane; 4 Angstroems MS; In hexane;

DOI:10.1021/jo9813181

Reference yield:

2-phenyl-cyclopentanecarbaldehyde (854417-90-6) → (1R,2R)-(-)-1-formyl-2-phenylcyclopentane (81496-54-0) + (1S,2R)-2-Phenyl-cyclopentanecarbaldehyde

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 2h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo9813181

upstream raw materials:

(1R,2R)-trans-2-phenylcyclopentanemethanol

2-phenyl-cyclopentanecarbaldehyde

phenyllithium

N-(1-cyclopentenylmethylidene)cyclohexylamine

Downstream raw materials:

ethyl 3-(Z)-[(1S,2R)-2-phenylcyclopentyl]acrylate

(1S,2S)-1-Methyl-2-phenyl-cyclopentanecarbaldehyde