(1S,2S,4S)-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid tert.-butyl ester

Base Information

Chemical Name:(1S,2S,4S)-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid tert.-butyl ester
CAS No.:1075747-46-4
Molecular Formula:C₂₀H₂₆O₃
Molecular Weight:314.425
Hs Code.:

Synonyms:(1S,2S,4S)-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid tert.-butyl ester

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Chemical Property of (1S,2S,4S)-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid tert.-butyl ester

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Technology Process of (1S,2S,4S)-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid tert.-butyl ester

There total 9 articles about (1S,2S,4S)-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid tert.-butyl ester 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:

: rac-(1R*,2R*,4R*)-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid tert.-butyl ester

: 1075747-47-5
tert-butyl 2-((1R,2R,4R)-2-hydroxy-5-phenylbicyclo[2.2.2]oct-5-en-2-yl)acetate

: 1075747-46-4
(1S,2S,4S)-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid tert.-butyl ester

Guidance literature:: With Daicel ChiralPak AD-H; Purification / work up; Resolution of racemate;

Reference yield:

: rac-(7R*,10R*)-7,10-(1,2-ethylen)-8-phenyl-1,4-dioxa-spiro[4.5]decan-8-ol

: 1075747-47-5
tert-butyl 2-((1R,2R,4R)-2-hydroxy-5-phenylbicyclo[2.2.2]oct-5-en-2-yl)acetate

: 1075747-46-4
(1S,2S,4S)-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid tert.-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / acetone / 48 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / toluene / 1 h / -50 °C

2.2: 2.5 h / -50 - -20 °C

2.3: Cooling with ice

3.1: Daicel ChiralPak AD-H / hexane; ethanol / Resolution of racemate

With n-butyllithium; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In ethanol; hexane; acetone; toluene;

Reference yield:

: 1192365-33-5
5-(ethylenedioxy)-2-phenylbicyclo<2.2.2>octan-2-ol

: 1075747-47-5
tert-butyl 2-((1R,2R,4R)-2-hydroxy-5-phenylbicyclo[2.2.2]oct-5-en-2-yl)acetate

: 1075747-46-4
(1S,2S,4S)-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid tert.-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetone / toluene-4-sulfonic acid / 48 h / 20 °C

2.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; hexane; toluene / 1.66 h / -50 - -20 °C

2.2: 2.5 h / -50 - -20 °C

2.3: 0 °C

3.1: ethanol; hexane / Resolution of racemate

With n-butyllithium; N-ethyl-N,N-diisopropylamine; acetone; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; hexane; toluene;