2-(<1S,2S>-trans-2-phenylcyclopentyl)-1,3,2-dioxaboriniane

Base Information

• Chemical Name: 2-(<1S,2S>-trans-2-phenylcyclopentyl)-1,3,2-dioxaboriniane
• CAS No.: 97235-26-2
• Molecular Formula: C₁₄H₁₉BO₂
• Molecular Weight: 230.115
• Mol file: 97235-26-2.mol

Synonyms:2-(<1S,2S>-trans-2-phenylcyclopentyl)-1,3,2-dioxaboriniane

Chemical Property of 2-(<1S,2S>-trans-2-phenylcyclopentyl)-1,3,2-dioxaboriniane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(<1S,2S>-trans-2-phenylcyclopentyl)-1,3,2-dioxaboriniane

There total 1 articles about 2-(<1S,2S>-trans-2-phenylcyclopentyl)-1,3,2-dioxaboriniane 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: 80.0%

(1S,2S)-trans-2-phenylcyclopentylboronic acid (97235-32-0) + trimethyleneglycol (504-63-2) → 2-(<1S,2S>-trans-2-phenylcyclopentyl)-1,3,2-dioxaboriniane (97235-26-2)

Guidance literature:

In pentane; byproducts: water; boronic acid stirred with n-pentane and HO(CH2)3OH at 25°C; aq. layer removed, pentane layer dried over anhyd. MgSO4, evapd., distd.;

DOI:10.1021/ja00303a026

Reference yield:

methoxymethyl phenyl sulfide (13865-50-4) + 2-(<1S,2S>-trans-2-phenylcyclopentyl)-1,3,2-dioxaboriniane (97235-26-2) → (1S,2S)-(+)-trans-2-phenylcyclopentanecarboxaldehyde (97276-81-8)

Guidance literature:

With sec.-butyllithium; mercury dichloride; Yield given. Multistep reaction; 1.) THF, -10 deg C, -5 deg c, 2 h; 2.) 25 deg C, 2 h;

DOI:10.1021/ja00303a026

Reference yield:

chloro-trimethyl-silane (75-77-4) + methyllithium (917-54-4) + 2-(<1S,2S>-trans-2-phenylcyclopentyl)-1,3,2-dioxaboriniane (97235-26-2) → (methyl)(<1S,2S>-trans-2-phenylcyclopentyl)(3-(trimethylsiloxy)propoxy)borane (109529-32-0)

Guidance literature:

In not given; quenched with Me3SiCl; volatiles removed in vac.; purity >=95%;

DOI:10.1021/ja00252a018

upstream raw materials:

(1S,2S)-trans-2-phenylcyclopentylboronic acid

trimethyleneglycol

Downstream raw materials:

(1S,2S)-(+)-trans-(2-phenylcyclopentyl)methanol

(1S,2S)-(+)-trans-2-phenylcyclopentanecarboxaldehyde

(1S,2S)-(+)-(1-trans-2-phenylcyclopentyl)-1-oxo-4,4-dimethyl-2-butyne

(methyl)(<1S,2S>-trans-2-phenylcyclopentyl)(3-(trimethylsiloxy)propoxy)borane