Benzoic acid (4R,5R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-(3,3-dimethyl-oxiranylmethyl)-cyclopent-2-enyl ester

Base Information

Chemical Name:Benzoic acid (4R,5R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-(3,3-dimethyl-oxiranylmethyl)-cyclopent-2-enyl ester
CAS No.:913617-95-5
Molecular Formula:C₃₅H₄₂O₄Si
Molecular Weight:554.802
Hs Code.:

Synonyms:Benzoic acid (4R,5R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-(3,3-dimethyl-oxiranylmethyl)-cyclopent-2-enyl ester

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Chemical Property of Benzoic acid (4R,5R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-(3,3-dimethyl-oxiranylmethyl)-cyclopent-2-enyl ester

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Technology Process of Benzoic acid (4R,5R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-(3,3-dimethyl-oxiranylmethyl)-cyclopent-2-enyl ester

There total 10 articles about Benzoic acid (4R,5R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-(3,3-dimethyl-oxiranylmethyl)-cyclopent-2-enyl 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: 80.0%

: benzoic acid 4-[2(tert-butyldiphenylsilanyloxy)ethyl]-5-(3-methyl-2-butenyl)-2-cyclopentenyl ester

: 913617-95-5
Benzoic acid (4R,5R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-(3,3-dimethyl-oxiranylmethyl)-cyclopent-2-enyl ester

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/j.tet.2006.08.068

Reference yield:

: 913617-92-2
(4S)-4-vinyltetrahydropyran-2-one

: 913617-95-5
Benzoic acid (4R,5R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-(3,3-dimethyl-oxiranylmethyl)-cyclopent-2-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: 94 percent / 3 h

2.1: 98 percent / DIBAL-H / hexane; tetrahydrofuran / -78 - -20 °C

3.1: 94 percent / tetrahydrofuran / 1 h / 0 °C

4.1: 80 percent / second generation Grubbs catalyst / 1.5 h / 20 °C

5.1: 98 percent / triethylamine; 4-dimethylaminopyridine / dimethylformamide / 1 h / 0 °C

6.1: 78 percent / pyridine; 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / 0 °C

7.1: 80 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; dmap; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.08.068

Reference yield:

: 913617-93-3
(R)-2-[(R)-1-(2-Hydroxy-ethyl)-allyl]-5-methyl-hex-4-enal

: 913617-95-5
Benzoic acid (4R,5R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-(3,3-dimethyl-oxiranylmethyl)-cyclopent-2-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / tetrahydrofuran / 1 h / 0 °C

2: 80 percent / second generation Grubbs catalyst / 1.5 h / 20 °C

3: 98 percent / triethylamine; 4-dimethylaminopyridine / dimethylformamide / 1 h / 0 °C

4: 78 percent / pyridine; 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / 0 °C

5: 80 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; dmap; triethylamine; 3-chloro-benzenecarboperoxoic acid; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.08.068