ethyl-2-({tert-butyl(dimethyl)silyloxy}methyl)-6-(phenylsulfonyl)-5-[(phenysulfonyl)methyl]hexanoate

Base Information

Chemical Name:ethyl-2-({tert-butyl(dimethyl)silyloxy}methyl)-6-(phenylsulfonyl)-5-[(phenysulfonyl)methyl]hexanoate
CAS No.:489441-48-7
Molecular Formula:C₂₈H₄₂O₇S₂Si
Molecular Weight:582.855
Hs Code.:

Synonyms:ethyl-2-({tert-butyl(dimethyl)silyloxy}methyl)-6-(phenylsulfonyl)-5-[(phenysulfonyl)methyl]hexanoate

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Chemical Property of ethyl-2-({tert-butyl(dimethyl)silyloxy}methyl)-6-(phenylsulfonyl)-5-[(phenysulfonyl)methyl]hexanoate

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Technology Process of ethyl-2-({tert-butyl(dimethyl)silyloxy}methyl)-6-(phenylsulfonyl)-5-[(phenysulfonyl)methyl]hexanoate

There total 6 articles about ethyl-2-({tert-butyl(dimethyl)silyloxy}methyl)-6-(phenylsulfonyl)-5-[(phenysulfonyl)methyl]hexanoate 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: 76.0%

: 489442-10-6
ethyl (3E)-2-({tert-butyl(dimethyl)silyloxy}methyl)-6-(phenylsulfonyl)-5-[(phenylsulfonyl)methyl]hex-3-enoate

: 489441-48-7
ethyl-2-({tert-butyl(dimethyl)silyloxy}methyl)-6-(phenylsulfonyl)-5-[(phenysulfonyl)methyl]hexanoate

Guidance literature:: With hydrogen; platinum(IV) oxide; In ethanol; at 20 ℃; under 30402 Torr;
DOI:10.1021/ol0271436

Reference yield:

: 14204-27-4
N-phenylthiophthalimide

: 489441-48-7
ethyl-2-({tert-butyl(dimethyl)silyloxy}methyl)-6-(phenylsulfonyl)-5-[(phenysulfonyl)methyl]hexanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tributylphosphine / tetrahydrofuran / 0.17 h / 0 °C

1.2: 93 percent / tetrahydrofuran / 3 h / 20 °C

2.1: 88 percent / aq. HCl / tetrahydrofuran / 5 h / 20 °C

3.1: 81 percent / CH₂Cl₂ / 20 °C

4.1: LHMDS; HMPA / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: tetrahydrofuran; hexane / 0.25 h / -78 °C

4.3: 97 percent / N,N-diisopropylamine / CH₂Cl₂ / 0.25 h / 20 °C

5.1: 80 percent / sodium tungstate; hydrogen peroxide / methanol / 18 h / 20 °C

6.1: 76 percent / H₂ / platinum oxide / ethanol / 20 °C / 30402 Torr

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tungstate; tributylphosphine; hydrogen; dihydrogen peroxide; lithium hexamethyldisilazane; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; 3.1: Horner-Emmons-Wittig reaction;
DOI:10.1021/ol0271436

Reference yield:

: 489441-42-1
4-(phenylthio)-3-[(phenylthio)methyl]butanal

: 489441-48-7
ethyl-2-({tert-butyl(dimethyl)silyloxy}methyl)-6-(phenylsulfonyl)-5-[(phenysulfonyl)methyl]hexanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / CH₂Cl₂ / 20 °C

2.1: LHMDS; HMPA / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: tetrahydrofuran; hexane / 0.25 h / -78 °C

2.3: 97 percent / N,N-diisopropylamine / CH₂Cl₂ / 0.25 h / 20 °C

3.1: 80 percent / sodium tungstate; hydrogen peroxide / methanol / 18 h / 20 °C

4.1: 76 percent / H₂ / platinum oxide / ethanol / 20 °C / 30402 Torr

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tungstate; hydrogen; dihydrogen peroxide; lithium hexamethyldisilazane; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; 1.1: Horner-Emmons-Wittig reaction;
DOI:10.1021/ol0271436