3-[1-benzenesulfonylmethyl-6-benzyloxy-7-(tert-butyldiphenylsilyloxy)-4-methoxyhept-2-ynyl]-6-methyldodecahydro-4,8,12-trioxadibenzo[a,d]cycloocten-2-ol

Base Information

Chemical Name:3-[1-benzenesulfonylmethyl-6-benzyloxy-7-(tert-butyldiphenylsilyloxy)-4-methoxyhept-2-ynyl]-6-methyldodecahydro-4,8,12-trioxadibenzo[a,d]cycloocten-2-ol
CAS No.:300343-66-2
Molecular Formula:C₅₂H₆₆O₉SSi
Molecular Weight:895.242
Hs Code.:

3-[1-benzenesulfonylmethyl-6-benzyloxy-7-(tert-butyldiphenylsilyloxy)-4-methoxyhept-2-ynyl]-6-methyldodecahydro-4,8,12-trioxadibenzo[a,d]cycloocten-2-ol

Synonyms:3-[1-benzenesulfonylmethyl-6-benzyloxy-7-(tert-butyldiphenylsilyloxy)-4-methoxyhept-2-ynyl]-6-methyldodecahydro-4,8,12-trioxadibenzo[a,d]cycloocten-2-ol

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Chemical Property of 3-[1-benzenesulfonylmethyl-6-benzyloxy-7-(tert-butyldiphenylsilyloxy)-4-methoxyhept-2-ynyl]-6-methyldodecahydro-4,8,12-trioxadibenzo[a,d]cycloocten-2-ol

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Technology Process of 3-[1-benzenesulfonylmethyl-6-benzyloxy-7-(tert-butyldiphenylsilyloxy)-4-methoxyhept-2-ynyl]-6-methyldodecahydro-4,8,12-trioxadibenzo[a,d]cycloocten-2-ol

There total 23 articles about 3-[1-benzenesulfonylmethyl-6-benzyloxy-7-(tert-butyldiphenylsilyloxy)-4-methoxyhept-2-ynyl]-6-methyldodecahydro-4,8,12-trioxadibenzo[a,d]cycloocten-2-ol 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: 92.0%

: 287194-42-7
(2-benzyloxy-4-methoxy-hex-5-ynyloxy)-tert-butyl-diphenyl-silane

: 287194-47-2
3-[2-benzenesulfonyl-2-(triethylsilyl)vinyl]-6-methyldodecahydro-4,8,12-trioxadibenzo[a,d]cycloocten-2-ol

: 300343-66-2
3-[1-benzenesulfonylmethyl-6-benzyloxy-7-(tert-butyldiphenylsilyloxy)-4-methoxyhept-2-ynyl]-6-methyldodecahydro-4,8,12-trioxadibenzo[a,d]cycloocten-2-ol

Guidance literature:: (2-benzyloxy-4-methoxy-hex-5-ynyloxy)-tert-butyl-diphenyl-silane; 3-[2-benzenesulfonyl-2-(triethylsilyl)vinyl]-6-methyldodecahydro-4,8,12-trioxadibenzo[a,d]cycloocten-2-ol; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.333333h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.0833333h;
DOI:10.1016/S0040-4020(00)00467-1

Reference yield:

: 287194-46-1
2-benzyloxy-6-methyl-3-phenylsulfanylethynyldodecahydro-4,8,12-trioxadibenzo[a,d]cyclooctene

: 300343-66-2
3-[1-benzenesulfonylmethyl-6-benzyloxy-7-(tert-butyldiphenylsilyloxy)-4-methoxyhept-2-ynyl]-6-methyldodecahydro-4,8,12-trioxadibenzo[a,d]cycloocten-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 84 percent / biscobalthexacarbonyl-2-methylbut-3-yn-2-ol / 1,2-dichloro-ethane / 0.5 h / 60 °C

2.1: 89 percent / Na₂HPO₄; mCPBA / CH₂Cl₂ / 1 h / 0 °C

3.1: 95 percent / TMSI / CHCl₃ / 0.5 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / 0 °C

4.2: 92 percent / TBAF / tetrahydrofuran / 0.08 h / 0 °C

With disodium hydrogenphosphate; n-butyllithium; trimethylsilyl iodide; 3-chloro-benzenecarboperoxoic acid; biscobalthexacarbonyl-2-methyl-but-3-yn-2-ol; In tetrahydrofuran; hexane; dichloromethane; chloroform; 1,2-dichloro-ethane; 1.1: Reduction / 2.1: Oxidation / 3.1: debenzylation / 4.1: Addition / 4.2: Hydrolysis;
DOI:10.1016/S0040-4020(00)00467-1

Reference yield:

: 287194-56-3
2-benzyloxy-6-methyl-3-phenylsulfanylethynyldodecahydro-4,8,12-trioxadibenzo[a,d]cyclooctene-3-ol

: 300343-66-2
3-[1-benzenesulfonylmethyl-6-benzyloxy-7-(tert-butyldiphenylsilyloxy)-4-methoxyhept-2-ynyl]-6-methyldodecahydro-4,8,12-trioxadibenzo[a,d]cycloocten-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / Et₃SiH; BF₃*OEt₂ / acetonitrile / 0.08 h / -78 °C

2.1: 84 percent / biscobalthexacarbonyl-2-methylbut-3-yn-2-ol / 1,2-dichloro-ethane / 0.5 h / 60 °C

3.1: 89 percent / Na₂HPO₄; mCPBA / CH₂Cl₂ / 1 h / 0 °C

4.1: 95 percent / TMSI / CHCl₃ / 0.5 h / 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / 0 °C

5.2: 92 percent / TBAF / tetrahydrofuran / 0.08 h / 0 °C

With triethylsilane; disodium hydrogenphosphate; n-butyllithium; trimethylsilyl iodide; boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; biscobalthexacarbonyl-2-methyl-but-3-yn-2-ol; In tetrahydrofuran; hexane; dichloromethane; chloroform; 1,2-dichloro-ethane; acetonitrile; 1.1: Reduction / 2.1: Reduction / 3.1: Oxidation / 4.1: debenzylation / 5.1: Addition / 5.2: Hydrolysis;
DOI:10.1016/S0040-4020(00)00467-1