(R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane

Base Information

• Chemical Name: (R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane
• CAS No.: 100702-91-8
• Molecular Formula: C₂₄H₂₆
• Molecular Weight: 314.47

Synonyms:(R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane

Chemical Property of (R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane

Chemical Property:

Purity/Quality:

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Technology Process of (R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane

There total 5 articles about (R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane 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:

(R)-(-)-1,1,2-triphenyl-3,3-dimethylbutanol (82323-53-3) → (R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane (100702-91-8)

Guidance literature:

With ammonia; sodium; In tetrahydrofuran; ethanol; at 25 ℃;

DOI:10.1021/jo00139a027

Reference yield:

(R)-(+)-α-phenylneopentyl alcohol (23439-91-0) → (R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane (100702-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / tri-n-butylphosphine, CCl₄ / 14 h / Heating

2: tetrahydrofuran / Ambient temperature

With tetrachloromethane; tributylphosphine; In tetrahydrofuran;

DOI:10.1021/jo00358a005

Reference yield:

(R)-(-)-α-tert-butylphenylacetic acid (13491-16-2) → (R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane (100702-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 15.9 g

2: 31.2 percent / tetrahydrofuran / 3 h / Heating

3: 0.160 g / Na, NH₃ / tetrahydrofuran; ethanol / 25 °C

With ammonia; sodium; In tetrahydrofuran; ethanol;

DOI:10.1021/jo00139a027

upstream raw materials:

(R)-(-)-1,1,2-triphenyl-3,3-dimethylbutanol

(R)-(-)-α-tert-butylphenylacetic acid

(+/-)-α-tert-butylphenylacetic acid

(R)-(-)-methyl α-tert-butylphenylacetate

Refernces

Configuration Determination of (R)-(-)-1,1,2-Triphenyl-3,3-dimethylbutane and the Stereochemistry of the Reaction of Benzhydryllithium with (R)-(+)-α-Phenylneopentyl Chloride

10.1021/jo00139a027

The research explores various aspects of organic chemistry, focusing on the reactions of hemiacetal esters with acids and alcohols, the synthesis and configuration determination of (R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane, and the nitrogen-15 NMR and photoelectron spectroscopy of substituted N-phenylaziridines. The first study investigates the formation of mixed acetals and the thermolysis of hemiacetal esters using NMR spectroscopy, aiming to understand reaction mechanisms and equilibrium states. The second study synthesizes (R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane and examines the stereochemistry of reactions involving benzhydryllithium and α-phenylneopentyl chloride, concluding that the optical purity of starting materials significantly affects the final product's configuration. The third study measures the 15N chemical shifts of N-arylaziridines and correlates them with shifts in anilines and anisoles, revealing high resonance dependence and smaller-than-expected steric effects. Key chemicals used across these studies include hemiacetal ester, acetic acid, diphenylmethyllithium, α-phenylneopentyl chloride, thionyl chloride, phosgene, and various substituted N-phenylaziridines.

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