(3R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-4-oxo-cyclohex-1-enecarboxylic acid methyl ester

Base Information

Chemical Name:(3R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-4-oxo-cyclohex-1-enecarboxylic acid methyl ester
CAS No.:88400-38-8
Molecular Formula:C₁₆H₂₆O₆Si
Molecular Weight:342.464
Hs Code.:

Synonyms:(3R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-4-oxo-cyclohex-1-enecarboxylic acid methyl ester

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Chemical Property of (3R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-4-oxo-cyclohex-1-enecarboxylic acid methyl ester

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Technology Process of (3R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-4-oxo-cyclohex-1-enecarboxylic acid methyl ester

There total 6 articles about (3R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-4-oxo-cyclohex-1-enecarboxylic acid methyl 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:

: 138-59-0
shikimic acid

: 88400-38-8
(3R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-4-oxo-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: methanol

2: 90 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h / Ambient temperature; under nitrogen gas

3: imidazole / dimethylformamide / 1 h / 45 °C / under nitrogen gas

4: water / conc. HCl / methanol / 1 h / Ambient temperature

5: Jones reagent (CrO₃ in H₂SO₄) / acetone / 1 h / Ambient temperature; different ratios of reagent and different reaction times

With 1H-imidazole; Jones reagent (CrO₃ in H₂SO₄); water; hydrogenchloride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)85910-9

Reference yield:

: 40983-58-2
methyl shikimate

: 88400-38-8
(3R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-4-oxo-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h / Ambient temperature; under nitrogen gas

2: imidazole / dimethylformamide / 1 h / 45 °C / under nitrogen gas

3: water / conc. HCl / methanol / 1 h / Ambient temperature

4: Jones reagent (CrO₃ in H₂SO₄) / acetone / 1 h / Ambient temperature; different ratios of reagent and different reaction times

With 1H-imidazole; Jones reagent (CrO₃ in H₂SO₄); water; hydrogenchloride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)85910-9

Reference yield:

: 88400-31-1
(3aR,7R,7aS)-7-Hydroxy-2-methoxy-2-methyl-3a,6,7,7a-tetrahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

: 88400-38-8
(3R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-4-oxo-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 1 h / 45 °C / under nitrogen gas

2: water / conc. HCl / methanol / 1 h / Ambient temperature

3: Jones reagent (CrO₃ in H₂SO₄) / acetone / 1 h / Ambient temperature; different ratios of reagent and different reaction times

With 1H-imidazole; Jones reagent (CrO₃ in H₂SO₄); water; hydrogenchloride; In methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)85910-9