(2S,3S)-α,α,α',α'-tetraphenylbicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dimethanol

Base Information

Chemical Name:(2S,3S)-α,α,α',α'-tetraphenylbicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dimethanol
CAS No.:167819-33-2
Molecular Formula:C₃₃H₃₀O₂
Molecular Weight:458.6
Hs Code.:

Synonyms:(2S,3S)-α,α,α',α'-tetraphenylbicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dimethanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S)-α,α,α',α'-tetraphenylbicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dimethanol

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Technology Process of (2S,3S)-α,α,α',α'-tetraphenylbicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dimethanol

There total 3 articles about (2S,3S)-α,α,α',α'-tetraphenylbicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dimethanol 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: 77.5%

: phenylmagnesium chloride

: 167819-38-7
diethyl (2S,3S)-bicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dicarboxylate

: 167819-33-2
(2S,3S)-α,α,α',α'-tetraphenylbicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dimethanol

Guidance literature:: In tetrahydrofuran; 1.) 0-5 deg C, 2 h; 2.) reflux, 4 h;
DOI:10.1002/hlca.19940770802

Reference yield:

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 167819-33-2
(2S,3S)-α,α,α',α'-tetraphenylbicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dimethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / SnCl₄ / toluene / 2 h / -78 °C

2: 51 percent / tetraethyl orthotitanate / 336 h / Heating

3: 77.5 percent / tetrahydrofuran / 1.) 0-5 deg C, 2 h; 2.) reflux, 4 h

With titanium(IV) tetraethanolate; tin(IV) chloride; In tetrahydrofuran; toluene;
DOI:10.1002/hlca.19940770802

Reference yield:

: 109005-04-1
bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) (1R,2S,3S,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate

: 167819-33-2
(2S,3S)-α,α,α',α'-tetraphenylbicyclo<2.2.1>hept-5-ene-2-endo,3-exo-dimethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 51 percent / tetraethyl orthotitanate / 336 h / Heating

2: 77.5 percent / tetrahydrofuran / 1.) 0-5 deg C, 2 h; 2.) reflux, 4 h

With titanium(IV) tetraethanolate; In tetrahydrofuran;
DOI:10.1002/hlca.19940770802