(1R,2R)-2-[2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]acetic acid

Base Information

Chemical Name:(1R,2R)-2-[2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]acetic acid
CAS No.:302840-49-9
Molecular Formula:C₁₈H₃₄O₃Si
Molecular Weight:326.552
Hs Code.:

Synonyms:(1R,2R)-2-[2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]acetic acid

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Chemical Property of (1R,2R)-2-[2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]acetic acid

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Technology Process of (1R,2R)-2-[2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]acetic acid

There total 8 articles about (1R,2R)-2-[2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]acetic acid 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: 95.0%

: 302840-48-8
methyl 2-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]acetate

: 302840-49-9
(1R,2R)-2-[2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]acetic acid

Guidance literature:: With sodium hydroxide; In methanol; water; for 12h; Heating;
DOI:10.1016/S0040-4039(00)01107-2

Reference yield:

: 302840-41-1
(+)-methyl (1R)-1,5,5-trimethyl-6-methylenecyclohex-3-en-2-one-1-acetate

: 302840-49-9
(1R,2R)-2-[2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / H₂ / Pd/C / ethyl acetate / 0.5 h

2: NaOH / methanol; H₂O / 12 h / Heating

3: NaBH₄ / tetrahydrofuran / 3 h / 0 °C

4: diethyl ether / 0.17 h / 0 °C

5: 95 percent / DMAP / dimethylformamide / 48 h / 20 °C

6: 95 percent / NaOH / methanol; H₂O / 12 h / Heating

With dmap; sodium hydroxide; sodium tetrahydroborate; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; water; ethyl acetate; N,N-dimethyl-formamide; 1: Catalytic hydrogenation / 2: Hydrolysis / 3: Hydrogenation / 4: Esterification / 5: Etherification / 6: Hydrolysis;
DOI:10.1016/S0040-4039(00)01107-2

Reference yield:

: (1R,4R,8R)-8-Hydroperoxy-8-methoxy-1,5,5-trimethyl-6-methylene-bicyclo[2.2.2]octan-2-one

: 302840-49-9
(1R,2R)-2-[2-(tert-butyldimethylsilyloxy)-1,5,5-trimethyl-6-methylenecyclohexyl]acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1: Ac₂O; NEt₃; DMAP / benzene / 6 h / Heating

2: 90 percent / H₂ / Pd/C / ethyl acetate / 0.5 h

3: NaOH / methanol; H₂O / 12 h / Heating

4: NaBH₄ / tetrahydrofuran / 3 h / 0 °C

5: diethyl ether / 0.17 h / 0 °C

6: 95 percent / DMAP / dimethylformamide / 48 h / 20 °C

7: 95 percent / NaOH / methanol; H₂O / 12 h / Heating

With dmap; sodium hydroxide; sodium tetrahydroborate; hydrogen; acetic anhydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; water; ethyl acetate; N,N-dimethyl-formamide; benzene; 1: Criegee fragmentation / 2: Catalytic hydrogenation / 3: Hydrolysis / 4: Hydrogenation / 5: Esterification / 6: Etherification / 7: Hydrolysis;
DOI:10.1016/S0040-4039(00)01107-2