(2S,4S)-6-((2S,4S,5R,7S,8S)-8-(benzyloxy)-7-(2-((4-methoxybenzyl)oxy)ethyl)-4-methyl-1,6-dioxaspiro[4.4]nonan-2-yl)-1-((tert-butyldiphenylsilyl)oxy)-4-methoxy-6-oxohexan-2-yl 1H-imidazole-1-carbothioate

Base Information

Chemical Name:(2S,4S)-6-((2S,4S,5R,7S,8S)-8-(benzyloxy)-7-(2-((4-methoxybenzyl)oxy)ethyl)-4-methyl-1,6-dioxaspiro[4.4]nonan-2-yl)-1-((tert-butyldiphenylsilyl)oxy)-4-methoxy-6-oxohexan-2-yl 1H-imidazole-1-carbothioate
CAS No.:1339911-26-0
Molecular Formula:C₅₂H₆₄N₂O₉SSi
Molecular Weight:921.24
Hs Code.:

(2S,4S)-6-((2S,4S,5R,7S,8S)-8-(benzyloxy)-7-(2-((4-methoxybenzyl)oxy)ethyl)-4-methyl-1,6-dioxaspiro[4.4]nonan-2-yl)-1-((tert-butyldiphenylsilyl)oxy)-4-methoxy-6-oxohexan-2-yl 1H-imidazole-1-carbothioate

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Suppliers and Price of (2S,4S)-6-((2S,4S,5R,7S,8S)-8-(benzyloxy)-7-(2-((4-methoxybenzyl)oxy)ethyl)-4-methyl-1,6-dioxaspiro[4.4]nonan-2-yl)-1-((tert-butyldiphenylsilyl)oxy)-4-methoxy-6-oxohexan-2-yl 1H-imidazole-1-carbothioate

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Chemical Property of (2S,4S)-6-((2S,4S,5R,7S,8S)-8-(benzyloxy)-7-(2-((4-methoxybenzyl)oxy)ethyl)-4-methyl-1,6-dioxaspiro[4.4]nonan-2-yl)-1-((tert-butyldiphenylsilyl)oxy)-4-methoxy-6-oxohexan-2-yl 1H-imidazole-1-carbothioate

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Technology Process of (2S,4S)-6-((2S,4S,5R,7S,8S)-8-(benzyloxy)-7-(2-((4-methoxybenzyl)oxy)ethyl)-4-methyl-1,6-dioxaspiro[4.4]nonan-2-yl)-1-((tert-butyldiphenylsilyl)oxy)-4-methoxy-6-oxohexan-2-yl 1H-imidazole-1-carbothioate

There total 22 articles about (2S,4S)-6-((2S,4S,5R,7S,8S)-8-(benzyloxy)-7-(2-((4-methoxybenzyl)oxy)ethyl)-4-methyl-1,6-dioxaspiro[4.4]nonan-2-yl)-1-((tert-butyldiphenylsilyl)oxy)-4-methoxy-6-oxohexan-2-yl 1H-imidazole-1-carbothioate 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: 78.0%

: 1235570-45-2
(2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-13-hydroxy-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecane

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 1339911-26-0
(2S,4S)-6-((2S,4S,5R,7S,8S)-8-(benzyloxy)-7-(2-((4-methoxybenzyl)oxy)ethyl)-4-methyl-1,6-dioxaspiro[4.4]nonan-2-yl)-1-((tert-butyldiphenylsilyl)oxy)-4-methoxy-6-oxohexan-2-yl 1H-imidazole-1-carbothioate

Guidance literature:: In tetrahydrofuran; for 48h; Reflux;
DOI:10.1021/jo201729t

Reference yield:

: 1029083-72-4
(2S,3S)-5-(4-methoxybenzyloxy)-3-methylpentane-1,2-diol

: 1339911-26-0
(2S,4S)-6-((2S,4S,5R,7S,8S)-8-(benzyloxy)-7-(2-((4-methoxybenzyl)oxy)ethyl)-4-methyl-1,6-dioxaspiro[4.4]nonan-2-yl)-1-((tert-butyldiphenylsilyl)oxy)-4-methoxy-6-oxohexan-2-yl 1H-imidazole-1-carbothioate

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium periodate / tetrahydrofuran; water / 20 °C

2.1: cobalt(II) chloride hexahydrate / acetonitrile / 2 h / 20 °C

3.1: dimethylsulfide; boron trifluoride diethyl etherate / dichloromethane / 0.33 h / 20 °C

4.1: dmap; triethylamine / dichloromethane / 2.5 h / 20 °C

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / 20 °C / Inert atmosphere

5.2: 0.17 h / 20 °C / Inert atmosphere

6.1: potassium hydride / tetrahydrofuran; mineral oil / 5 h / Inert atmosphere

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

8.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.33 h / 20 °C / Molecular sieve

9.1: n-butyllithium; dibutylmagnesium / tetrahydrofuran; hexane; n-heptane / 0.33 h / 20 °C

9.2: 0.17 h / 20 °C

10.1: pyridinium p-toluenesulfonate / tert-butyl alcohol / 2 h / Reflux

11.1: mercury dichloride / water; acetonitrile / 2 h / 0 °C

12.1: tetrahydrofuran / 48 h / Reflux

With dmap; sodium periodate; n-butyllithium; tetrapropylammonium perruthennate; cobalt(II) chloride hexahydrate; dimethylsulfide; boron trifluoride diethyl etherate; dibutylmagnesium; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium hydride; 4-methylmorpholine N-oxide; triethylamine; mercury dichloride; In tetrahydrofuran; hexane; n-heptane; dichloromethane; water; acetonitrile; mineral oil; tert-butyl alcohol;
DOI:10.1021/jo201729t

Reference yield:

: 1235570-41-8
(S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butanal

: 1339911-26-0
(2S,4S)-6-((2S,4S,5R,7S,8S)-8-(benzyloxy)-7-(2-((4-methoxybenzyl)oxy)ethyl)-4-methyl-1,6-dioxaspiro[4.4]nonan-2-yl)-1-((tert-butyldiphenylsilyl)oxy)-4-methoxy-6-oxohexan-2-yl 1H-imidazole-1-carbothioate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; dibutylmagnesium / tetrahydrofuran; hexane; n-heptane / 0.33 h / 20 °C

1.2: 0.17 h / 20 °C

2.1: pyridinium p-toluenesulfonate / tert-butyl alcohol / 2 h / Reflux

3.1: mercury dichloride / water; acetonitrile / 2 h / 0 °C

4.1: tetrahydrofuran / 48 h / Reflux

With n-butyllithium; dibutylmagnesium; pyridinium p-toluenesulfonate; mercury dichloride; In tetrahydrofuran; hexane; n-heptane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo201729t