dithiocarbonic acid O-[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]-ethyl] ester S-methyl ester

Base Information

Chemical Name:dithiocarbonic acid O-[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]-ethyl] ester S-methyl ester
CAS No.:824940-68-3
Molecular Formula:C₃₃H₅₄O₆S₂Si
Molecular Weight:639.006
Hs Code.:

dithiocarbonic acid O-[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]-ethyl] ester S-methyl ester

Synonyms:dithiocarbonic acid O-[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]-ethyl] ester S-methyl ester

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Chemical Property of dithiocarbonic acid O-[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]-ethyl] ester S-methyl ester

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Technology Process of dithiocarbonic acid O-[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]-ethyl] ester S-methyl ester

There total 12 articles about dithiocarbonic acid O-[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]-ethyl] ester S-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: 91.0%

: 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

: 75-15-0,12122-00-8
carbon disulfide

: 74-88-4
methyl iodide

: 824940-68-3
dithiocarbonic acid O-[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]-ethyl] ester S-methyl ester

Guidance literature:: With sodium hexamethyldisilazane; at 20 ℃; for 10h;
DOI:10.1021/ol048010i

Reference yield:

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

: 824940-68-3
dithiocarbonic acid O-[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]-ethyl] ester S-methyl ester

Guidance literature:: Multi-step reaction with 7 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

7.1: 91 percent / NHMDS / 10 h / 20 °C

With camphor-10-sulfonic acid; hydrogen; iodine; tert.-butyl lithium; sodium hexamethyldisilazane; 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

: 824940-68-3
dithiocarbonic acid O-[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]-ethyl] ester S-methyl ester

Guidance literature:: Multi-step reaction with 4 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

4.1: 91 percent / NHMDS / 10 h / 20 °C

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