(3S)-methyl 3-(tert-butyldiphenylsilyloxy)-5-((2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)methyl)-6-methylhept-6-enoate

Base Information

Chemical Name:(3S)-methyl 3-(tert-butyldiphenylsilyloxy)-5-((2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)methyl)-6-methylhept-6-enoate
CAS No.:923027-64-9
Molecular Formula:C₃₂H₄₂O₆Si
Molecular Weight:550.767
Hs Code.:

Synonyms:

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Chemical Property of (3S)-methyl 3-(tert-butyldiphenylsilyloxy)-5-((2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)methyl)-6-methylhept-6-enoate

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Technology Process of (3S)-methyl 3-(tert-butyldiphenylsilyloxy)-5-((2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)methyl)-6-methylhept-6-enoate

There total 9 articles about (3S)-methyl 3-(tert-butyldiphenylsilyloxy)-5-((2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)methyl)-6-methylhept-6-enoate 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:

: 923027-82-1
3-[(tert-butyldiphenylsilyl)oxy]pentanedioic anhydride

: 923027-64-9
(3S)-methyl 3-(tert-butyldiphenylsilyloxy)-5-((2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)methyl)-6-methylhept-6-enoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydroquinine anthraquinone-1,4-diyl diether / diethyl ether / 70 h / -40 °C

2.1: borane dimethyl sulfide complex / tetrahydrofuran / 15 h / 20 °C

3.1: 79 percent / 4-methylmorpholine N-oxide; tetrapropylammonium perruthenate; molecular sieves 4 Angstroem / CH₂Cl₂; acetonitrile / 0.5 h / 20 °C

4.1: NaH / tetrahydrofuran / 0.33 h / 20 °C

4.2: 3.50 g / tetrahydrofuran / -78 - 20 °C

5.1: MonoPhos^TM / Rh(acac)(eth)2 / 83 °C

With tetrapropylammonium perruthennate; hydroquinine anthraquinone-1,4-diyl diether; dimethylsulfide borane complex; 4 A molecular sieve; MonoPhos^TM; sodium hydride; 4-methylmorpholine N-oxide; Rh(acac)(eth)2; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; 3.1: Ley-Griffith oxidation / 4.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1139/V06-073

Reference yield:

: 918410-09-0
methyl (S)-3-(tert-butyldiphenylsilanyloxy)-5-oxopentanoate

: 923027-64-9
(3S)-methyl 3-(tert-butyldiphenylsilyloxy)-5-((2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)methyl)-6-methylhept-6-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0.33 h / 20 °C

1.2: 3.50 g / tetrahydrofuran / -78 - 20 °C

2.1: MonoPhos^TM / Rh(acac)(eth)2 / 83 °C

With MonoPhos^TM; sodium hydride; Rh(acac)(eth)2; In tetrahydrofuran; 1.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1139/V06-073

Reference yield:

: 923027-62-7
(S)-3-((tert-butyldiphenylsillyl)oxy)-5-hydroxypentanoic acid methyl ester

: 923027-64-9
(3S)-methyl 3-(tert-butyldiphenylsilyloxy)-5-((2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)methyl)-6-methylhept-6-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 79 percent / 4-methylmorpholine N-oxide; tetrapropylammonium perruthenate; molecular sieves 4 Angstroem / CH₂Cl₂; acetonitrile / 0.5 h / 20 °C

2.1: NaH / tetrahydrofuran / 0.33 h / 20 °C

2.2: 3.50 g / tetrahydrofuran / -78 - 20 °C

3.1: MonoPhos^TM / Rh(acac)(eth)2 / 83 °C

With tetrapropylammonium perruthennate; 4 A molecular sieve; MonoPhos^TM; sodium hydride; 4-methylmorpholine N-oxide; Rh(acac)(eth)2; In tetrahydrofuran; dichloromethane; acetonitrile; 1.1: Ley-Griffith oxidation / 2.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1139/V06-073