ethyl 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylthio)-5-[(phenylthio)methyl]hexanoate

Base Information

Chemical Name:ethyl 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylthio)-5-[(phenylthio)methyl]hexanoate
CAS No.:489442-24-2
Molecular Formula:C₂₈H₄₂O₃S₂Si
Molecular Weight:518.857
Hs Code.:

Synonyms:ethyl 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylthio)-5-[(phenylthio)methyl]hexanoate

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Chemical Property of ethyl 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylthio)-5-[(phenylthio)methyl]hexanoate

Chemical Property:

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Technology Process of ethyl 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylthio)-5-[(phenylthio)methyl]hexanoate

There total 6 articles about ethyl 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylthio)-5-[(phenylthio)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:

: 4-hydroxymethyl-6-phenylsulfanyl-5-phenylsulfanylmethyl-hexanoic acid ethyl ester

: 69739-34-0
t-butyldimethylsiyl triflate

: 489442-24-2
ethyl 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylthio)-5-[(phenylthio)methyl]hexanoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1021/ol0271436

Reference yield:

: 4-formyl-6-phenylsulfanyl-5-phenylsulfanylmethyl-hexanoic acid ethyl ester

: 489442-24-2
ethyl 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylthio)-5-[(phenylthio)methyl]hexanoate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium borohydride / methanol / 0.5 h

2: 600 mg / diisopropylethylamine / CH₂Cl₂ / 0.25 h / 20 °C

With sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1021/ol0271436

Reference yield:

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

: 489442-24-2
ethyl 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(phenylthio)-5-[(phenylthio)methyl]hexanoate

Guidance literature:: Multi-step reaction with 5 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: trimethylsilyl diethylamine / acetonitrile / Heating

4.1: sodium borohydride / methanol / 0.5 h

5.1: 600 mg / diisopropylethylamine / CH₂Cl₂ / 0.25 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; tributylphosphine; N-ethyl-N,N-diisopropylamine; N,N-diethyl-1,1,1-trimethylsilanamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/ol0271436