(S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentan-1'-yl)-1,3-dithian-2-yl)-1-(tert-butyldimethylsilyloxy)butane

Base Information

Chemical Name:(S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentan-1'-yl)-1,3-dithian-2-yl)-1-(tert-butyldimethylsilyloxy)butane
CAS No.:1235570-32-7
Molecular Formula:C₃₇H₆₀O₆S₂Si
Molecular Weight:693.097
Hs Code.:

Synonyms:(S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentan-1'-yl)-1,3-dithian-2-yl)-1-(tert-butyldimethylsilyloxy)butane

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Chemical Property of (S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentan-1'-yl)-1,3-dithian-2-yl)-1-(tert-butyldimethylsilyloxy)butane

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Technology Process of (S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentan-1'-yl)-1,3-dithian-2-yl)-1-(tert-butyldimethylsilyloxy)butane

There total 11 articles about (S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentan-1'-yl)-1,3-dithian-2-yl)-1-(tert-butyldimethylsilyloxy)butane 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: 85.0%

: 1235570-39-4
(S)-1-(tert-butyldimethylsilyloxy)-3-(2-((2'S,3'S)-3'-(ethoxymethoxy)-2'-hydroxy-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butane

: 100-39-0
benzyl bromide

: 1235570-32-7
(S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentan-1'-yl)-1,3-dithian-2-yl)-1-(tert-butyldimethylsilyloxy)butane

Guidance literature:: In tetrahydrofuran; at 20 ℃;
DOI:10.1039/c0cc00056f

Reference yield:

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

: 1235570-32-7
(S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentan-1'-yl)-1,3-dithian-2-yl)-1-(tert-butyldimethylsilyloxy)butane

Guidance literature:: Multi-step reaction with 6 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

With dmap; sodium periodate; n-butyllithium; cobalt(II) chloride hexahydrate; dimethylsulfide; boron trifluoride diethyl etherate; potassium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile; mineral oil;
DOI:10.1021/jo201729t

Reference yield:

: 1235570-36-1
(S)-2-(4-(4-methoxybenzyloxy)butan-2-yl)-1,3-dithiane

: 1235570-32-7
(S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentan-1'-yl)-1,3-dithian-2-yl)-1-(tert-butyldimethylsilyloxy)butane

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

3.2: 0.17 h / 20 °C / Inert atmosphere

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

With dmap; n-butyllithium; dimethylsulfide; boron trifluoride diethyl etherate; potassium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; mineral oil;
DOI:10.1021/jo201729t