ethyl 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylsulfonyl)-5-[(phenylsulfonyl)methyl]hexanoate

Base Information

Chemical Name:ethyl 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylsulfonyl)-5-[(phenylsulfonyl)methyl]hexanoate
CAS No.:489441-54-5
Molecular Formula:C₂₈H₄₂O₇S₂Si
Molecular Weight:582.855
Hs Code.:

Synonyms:ethyl 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylsulfonyl)-5-[(phenylsulfonyl)methyl]hexanoate

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Chemical Property of ethyl 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylsulfonyl)-5-[(phenylsulfonyl)methyl]hexanoate

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Technology Process of ethyl 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylsulfonyl)-5-[(phenylsulfonyl)methyl]hexanoate

There total 9 articles about ethyl 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylsulfonyl)-5-[(phenylsulfonyl)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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 6-benzenesulfonyl-5-benzenesulfonylmethyl-3-hydroxymethyl-hexanoic acid ethyl ester

: 489441-54-5
ethyl 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylsulfonyl)-5-[(phenylsulfonyl)methyl]hexanoate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1021/ol0271436

Reference yield:

: 55387-85-4
3-hydroxymethyl-4-hydroxybutanal diethyl acetal

: 489441-54-5
ethyl 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylsulfonyl)-5-[(phenylsulfonyl)methyl]hexanoate

Guidance literature:: Multi-step reaction with 8 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: 98 percent / diisobutylaluminum hydride / toluene / 0.17 h / -50 °C

5.1: 73 percent / o-nitrophenol / 4 h / 160 °C

6.1: 94 percent / hydrogen peroxide; sidium tungstate / methanol / 18 h / 20 °C

7.1: O₃ / methanol; CH₂Cl₂ / 0.33 h / -20 °C

7.2: sodium borohydride / methanol; CH₂Cl₂ / 0.25 h / 20 °C

8.1: 800 mg / imidazole / dimethylformamide / 3 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium tungstate; tributylphosphine; dihydrogen peroxide; diisobutylaluminium hydride; ozone; 2-hydroxynitrobenzene; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 3.1: Horner-Emmons-Wittig reaction / 5.1: Johnson rearrangement;
DOI:10.1021/ol0271436

Reference yield:

: 14204-27-4
N-phenylthiophthalimide

: 489441-54-5
ethyl 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylsulfonyl)-5-[(phenylsulfonyl)methyl]hexanoate

Guidance literature:: Multi-step reaction with 8 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: 98 percent / diisobutylaluminum hydride / toluene / 0.17 h / -50 °C

5.1: 73 percent / o-nitrophenol / 4 h / 160 °C

6.1: 94 percent / hydrogen peroxide; sidium tungstate / methanol / 18 h / 20 °C

7.1: O₃ / methanol; CH₂Cl₂ / 0.33 h / -20 °C

7.2: sodium borohydride / methanol; CH₂Cl₂ / 0.25 h / 20 °C

8.1: 800 mg / imidazole / dimethylformamide / 3 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium tungstate; tributylphosphine; dihydrogen peroxide; diisobutylaluminium hydride; ozone; 2-hydroxynitrobenzene; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 3.1: Horner-Emmons-Wittig reaction / 5.1: Johnson rearrangement;
DOI:10.1021/ol0271436