6-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methoxymethoxy-cyclohex-2-enone

Base Information

Chemical Name:6-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methoxymethoxy-cyclohex-2-enone
CAS No.:1027516-85-3
Molecular Formula:C₁₇H₃₂O₄Si
Molecular Weight:328.524
Hs Code.:

6-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-propyl]-3-methoxymethoxy-cyclohex-2-enone

Synonyms:6-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methoxymethoxy-cyclohex-2-enone

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Chemical Property of 6-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methoxymethoxy-cyclohex-2-enone

Chemical Property:

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Technology Process of 6-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methoxymethoxy-cyclohex-2-enone

There total 1 articles about 6-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methoxymethoxy-cyclohex-2-enone 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: 76.0%

: 78878-05-4
1-iodo-3-(tert-butyldimethylsilyloxy)propane

: 111596-58-8
3-(methoxymethoxy)-2-cyclohexenone

: 1027516-85-3
6-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methoxymethoxy-cyclohex-2-enone

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - 20 ℃;
DOI:10.1016/S0040-4039(99)02175-9

Reference yield: 96.0%

: 1027516-85-3
6-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methoxymethoxy-cyclohex-2-enone

: 74-88-4
methyl iodide

: 263545-53-5
6-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methoxymethoxy-6-methyl-cyclohex-2-enone

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1016/S0040-4039(99)02175-9

Reference yield:

: 1027516-85-3
6-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methoxymethoxy-cyclohex-2-enone

: {(1S,2R,5S,8aR)-5-(3-Benzyloxy-propyl)-2,5-dimethyl-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1,2,3,5,6,7,8,8a-octahydro-naphthalen-1-yl}-methanol

Guidance literature:: Multi-step reaction with 16 steps

1.1: 96 percent / LDA / tetrahydrofuran

2.1: 92 percent / tetrahydrofuran / 0 °C

3.1: 90 percent / Et₃N / benzene / 20 °C

4.1: DIBAL-H / toluene / 78 °C

5.1: 99 percent / mCPBA / CH₂Cl₂ / -78 °C

6.1: 100 percent / DCC; DMAP / toluene / 20 °C

7.1: 78 percent / pyridine / toluene / Heating

8.1: Et₂O / -15 °C

9.1: 90 percent / TBAF / tetrahydrofuran / 20 °C

10.1: 87 percent / NaH / tetrahydrofuran; dimethylformamide / 20 °C

11.1: 92 percent / LDA / tetrahydrofuran

12.1: DIBAL-H / toluene / -78 °C

12.2: 90 percent / LiBH₄ / methanol; tetrahydrofuran / 0 °C

13.1: 97 percent / imidazole / dimethylformamide / 20 °C

14.1: PON-Cl; MeLi; TMEDA / tetrahydrofuran / 0 - 20 °C

14.2: 87 percent / Li; EtNH₂ / 2-methyl-propan-2-ol / 0 - 20 °C

15.1: 100 percent / NaH / tetrahydrofuran; dimethylformamide

16.1: 100 percent / TBAF / tetrahydrofuran / Heating

With pyridine; 1H-imidazole; dmap; diethyl ether; N,N,N,N,-tetramethylethylenediamine; PON-Cl; tetrabutyl ammonium fluoride; methyllithium; sodium hydride; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 1.1: Metallation / 2.1: Grignard reaction / 3.1: Addition / 4.1: Reduction / 5.1: Oxidation / 6.1: Acylation / 7.1: Diels-Alder reaction / 8.1: Alkylation / 9.1: desilylation / 10.1: Alkylation / 11.1: Substitution / 12.1: Reduction / 12.2: Reduction / 13.1: Substitution / 14.1: phosphoramidation / 14.2: Benkeser reduction / 15.1: Alkylation / 16.1: desilylation;
DOI:10.1016/S0040-4039(99)02175-9