(1S,3R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-3-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-cyclohexanecarboxylic acid methyl ester

Base Information

Chemical Name:(1S,3R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-3-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-cyclohexanecarboxylic acid methyl ester
CAS No.:123887-18-3
Molecular Formula:C₂₃H₄₄O₅Si
Molecular Weight:428.685
Hs Code.:

Synonyms:(1S,3R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-3-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-cyclohexanecarboxylic acid methyl ester

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Chemical Property of (1S,3R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-3-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-cyclohexanecarboxylic acid methyl ester

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Technology Process of (1S,3R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-3-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-cyclohexanecarboxylic acid methyl ester

There total 7 articles about (1S,3R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-3-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-cyclohexanecarboxylic 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: 100.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 105631-08-1,123932-48-9,123932-49-0
methyl 3α-(3-ethylenedioxybutyl)-5α-hydroxy-2,2,4α-trimethylcyclohexane-1α-carboxylate

: 123887-18-3
(1S,3R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-3-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-cyclohexanecarboxylic acid methyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 13h; Ambient temperature;
DOI:10.1248/cpb.36.4722

Reference yield:

: 105631-37-6
methyl 3-(3,3-ethylenedioxybutyl)-2,4,4-trimethyl-5-oxo-3-cyclohexenecarboxylate

: 123887-18-3
(1S,3R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-3-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-cyclohexanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 63.9 percent / AcONa, hydrogen / 10percent Pd-C / ethyl acetate / 6 h / 73550.8 Torr / Ambient temperature

2: 84.1 percent / NaBH₄ / methanol / 1 h / -11 - -9 °C

3: 100 percent / imidazole / dimethylformamide / 13 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; hydrogen; sodium acetate; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1248/cpb.36.4722

Reference yield:

: 105631-36-5
2-ethylenedioxy-4-(2,6,6-trimethyl-5-nitromethyl-3-oxo-1-cyclohexen-1-yl)butane

: 123887-18-3
(1S,3R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-3-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-cyclohexanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 88.4 percent / aq. 16percent titanium trichloride, AcONH₄, MeONa / H₂O; methanol / 0.33 h / Ambient temperature

2: 85.5 percent / Jones reagent / acetone / 0.5 h / 5 °C

3: 470 mg / K₂CO₃ / acetone / Heating

4: p-toluenesulfonic acid, Zeolite A-3 / benzene / 1 h / Heating

5: 63.9 percent / AcONa, hydrogen / 10percent Pd-C / ethyl acetate / 6 h / 73550.8 Torr / Ambient temperature

6: 84.1 percent / NaBH₄ / methanol / 1 h / -11 - -9 °C

7: 100 percent / imidazole / dimethylformamide / 13 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; jones reagent; titanium(III) chloride; Zeolite A-3; ammonium acetate; hydrogen; sodium methylate; sodium acetate; potassium carbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1248/cpb.36.4722