2-[(1S,2S,6S)-2-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-1-methylcyclohexyloxy]-1-[(7S)-7-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-ethanol

Base Information

Chemical Name:2-[(1S,2S,6S)-2-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-1-methylcyclohexyloxy]-1-[(7S)-7-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-ethanol
CAS No.:824940-67-2
Molecular Formula:C₃₁H₅₂O₆Si
Molecular Weight:548.836
Hs Code.:

Synonyms:2-[(1S,2S,6S)-2-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-1-methylcyclohexyloxy]-1-[(7S)-7-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-ethanol

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Chemical Property of 2-[(1S,2S,6S)-2-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-1-methylcyclohexyloxy]-1-[(7S)-7-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-ethanol

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Technology Process of 2-[(1S,2S,6S)-2-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-1-methylcyclohexyloxy]-1-[(7S)-7-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-ethanol

There total 10 articles about 2-[(1S,2S,6S)-2-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-1-methylcyclohexyloxy]-1-[(7S)-7-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-ethanol 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: 79.0%

: 824940-63-8
((1S,2S,3S)-3-(4-methoxybenzyloxy)-2-(iodomethyl)-2-methylcyclohexyloxy)(tert-butyl)dimethylsilane

: 824940-62-7
(S)-7-methyl-1,4-dioxa-spiro[4.4]nonane-7-carbaldehyde

: 824940-67-2
2-[(1S,2S,6S)-2-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-1-methylcyclohexyloxy]-1-[(7S)-7-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-ethanol

Guidance literature:: ((1S,2S,3S)-3-(4-methoxybenzyloxy)-2-(iodomethyl)-2-methylcyclohexyloxy)(tert-butyl)dimethylsilane; With tert.-butyl lithium; In tetrahydrofuran; diethyl ether; at -78 ℃;

(S)-7-methyl-1,4-dioxa-spiro[4.4]nonane-7-carbaldehyde; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃;
DOI:10.1021/ol048010i

Reference yield:

: 619335-63-6
(1S,3S)-2-benzyloxymethyl-2-methylcyclohexane-1,3-diol

: 824940-67-2
2-[(1S,2S,6S)-2-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-1-methylcyclohexyloxy]-1-[(7S)-7-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-ethanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / H₂ / Raney Ni / 12 h / 20 °C

2.1: 90 percent / CSA / CH₂Cl₂ / 2 h / 20 °C

3.1: 100 percent / DIPEA / 1 h / 20 °C

4.1: 97 percent / DIBAL-H / hexane / 4 h / 20 °C

5.1: 93 percent / PPh₃; I₂ / benzene / Heating

6.1: t-BuLi / diethyl ether; tetrahydrofuran / -78 °C

6.2: 79 percent / diethyl ether; tetrahydrofuran / -78 - 20 °C

With camphor-10-sulfonic acid; hydrogen; iodine; tert.-butyl lithium; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; nickel; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; benzene;
DOI:10.1021/ol048010i

Reference yield:

: 824940-78-5
(S)-7-methyl-7-phenylsulfanylmethyl-1,4-dioxa-spiro[4.4]nonane

: 824940-67-2
2-[(1S,2S,6S)-2-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-1-methylcyclohexyloxy]-1-[(7S)-7-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / m-CPBA / CH₂Cl₂ / 1 h / -40 °C

2.1: 87 percent / TFAA; TEA / 3 h / 20 °C

3.1: t-BuLi / diethyl ether; tetrahydrofuran / -78 °C

3.2: 79 percent / diethyl ether; tetrahydrofuran / -78 - 20 °C

With TEA; tert.-butyl lithium; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol048010i