Acetic acid (1R,4R)-1-(2-acetoxy-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl ester

Base Information

Chemical Name:Acetic acid (1R,4R)-1-(2-acetoxy-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl ester
CAS No.:214678-47-4
Molecular Formula:C₁₈H₃₂O₅Si
Molecular Weight:356.535
Hs Code.:

Synonyms:Acetic acid (1R,4R)-1-(2-acetoxy-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl ester

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Chemical Property of Acetic acid (1R,4R)-1-(2-acetoxy-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl ester

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Technology Process of Acetic acid (1R,4R)-1-(2-acetoxy-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl ester

There total 9 articles about Acetic acid (1R,4R)-1-(2-acetoxy-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-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: 94.0%

: 108-24-7
acetic anhydride

: 214678-41-8
(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohex-2-enol

: 214678-47-4
Acetic acid (1R,4R)-1-(2-acetoxy-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl ester

Guidance literature:: With pyridine; dmap;
DOI:10.1055/s-1998-1851

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 214678-47-4
Acetic acid (1R,4R)-1-(2-acetoxy-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / imidazole / dimethylformamide

2: 85 percent / LiBH₄ / tetrahydrofuran

3: 88 percent / NaHCO₃ / diphenyl ether / 0.5 h / 260 °C

4: 94 percent / DMAP, pyridine

With pyridine; 1H-imidazole; dmap; lithium borohydride; sodium hydrogencarbonate; In tetrahydrofuran; diphenylether; N,N-dimethyl-formamide;
DOI:10.1055/s-1998-1851

Reference yield:

: 214678-27-0
((1R,4S,4aR,5S,8R,8aS)-8-Acetoxy-5-hydroxy-1,4,4a,5,8,8a-hexahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester

: 214678-47-4
Acetic acid (1R,4R)-1-(2-acetoxy-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 63 percent / DBU / ethanol / 40 h / Ambient temperature

2: 96 percent / MnO₂ / CH₂Cl₂

3: 98 percent / DIBAL, CuI / toluene; hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C

4: 93 percent / NaBH₄, CeCl₃*7H₂O / methanol

5: 98 percent / imidazole / dimethylformamide

6: 85 percent / LiBH₄ / tetrahydrofuran

7: 88 percent / NaHCO₃ / diphenyl ether / 0.5 h / 260 °C

8: 94 percent / DMAP, pyridine

With pyridine; 1H-imidazole; dmap; manganese(IV) oxide; sodium tetrahydroborate; copper(l) iodide; lithium borohydride; cerium(III) chloride; diisobutylaluminium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diphenylether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-1998-1851