(2S,3R,6R,8S)-3-(Dimethyl-p-tolyl-silanyl)-6,8-dihydroxy-2-methyl-nonanoic acid

Base Information

Chemical Name:(2S,3R,6R,8S)-3-(Dimethyl-p-tolyl-silanyl)-6,8-dihydroxy-2-methyl-nonanoic acid
CAS No.:215110-73-9
Molecular Formula:C₁₉H₃₂O₄Si
Molecular Weight:352.546
Hs Code.:

Synonyms:(2S,3R,6R,8S)-3-(Dimethyl-p-tolyl-silanyl)-6,8-dihydroxy-2-methyl-nonanoic acid

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Chemical Property of (2S,3R,6R,8S)-3-(Dimethyl-p-tolyl-silanyl)-6,8-dihydroxy-2-methyl-nonanoic acid

Chemical Property:

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Technology Process of (2S,3R,6R,8S)-3-(Dimethyl-p-tolyl-silanyl)-6,8-dihydroxy-2-methyl-nonanoic acid

There total 13 articles about (2S,3R,6R,8S)-3-(Dimethyl-p-tolyl-silanyl)-6,8-dihydroxy-2-methyl-nonanoic acid 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:

: 159276-73-0
(E)-(3S,6S)-3-(Dimethyl-p-tolyl-silanyl)-6-(dimethyl-p-tolyl-silanyloxy)-7-(2-methyl-[1,3]dioxolan-2-yl)-hept-4-enoic acid

: 215110-73-9
(2S,3R,6R,8S)-3-(Dimethyl-p-tolyl-silanyl)-6,8-dihydroxy-2-methyl-nonanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: H₂ / PtO₂ / methanol / 50 h / Ambient temperature

2: diethyl ether

3: 93 percent / pyridinium toluene p-sulfonate / acetone; H₂O / 2.5 h / Heating

4: 1.) Bu₂BOMe, 2.) NaBH₄ / 1.) THF, MeOH, -78 deg C, 20 min, 2.) THF, MeOH, -78 deg C, 15 h

5: 96 percent / p-TsOH*pyridine / 15 h / Ambient temperature

6: 93 percent / LDA, DMPU / hexane; tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -78 deg C, 46 h; -78 to -10 deg C, 8 h

7: TsOH*pyridine / methanol / 2.5 h

8: KOH, H₂O / methanol; tetrahydrofuran / 15 h / 40 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; potassium hydroxide; sodium tetrahydroborate; dibutylborinic acid methyl ester; water; hydrogen; pyridinium p-toluenesulfonate; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; methanol; diethyl ether; hexane; water; acetone;

Reference yield:

: 159276-72-9
(4S,5S)-4-(Dimethyl-p-tolyl-silanyl)-5-[(1S,2S)-1-(dimethyl-p-tolyl-silanyl)-2-hydroxy-3-(2-methyl-[1,3]dioxolan-2-yl)-propyl]-dihydro-furan-2-one

: 215110-73-9
(2S,3R,6R,8S)-3-(Dimethyl-p-tolyl-silanyl)-6,8-dihydroxy-2-methyl-nonanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: KH / tetrahydrofuran / 1.) -78 to -20 deg C, 2 h; -5 deg C, 1 h, 2.) 0 deg C, 1 h

2: H₂ / PtO₂ / methanol / 50 h / Ambient temperature

3: diethyl ether

4: 93 percent / pyridinium toluene p-sulfonate / acetone; H₂O / 2.5 h / Heating

5: 1.) Bu₂BOMe, 2.) NaBH₄ / 1.) THF, MeOH, -78 deg C, 20 min, 2.) THF, MeOH, -78 deg C, 15 h

6: 96 percent / p-TsOH*pyridine / 15 h / Ambient temperature

7: 93 percent / LDA, DMPU / hexane; tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -78 deg C, 46 h; -78 to -10 deg C, 8 h

8: TsOH*pyridine / methanol / 2.5 h

9: KOH, H₂O / methanol; tetrahydrofuran / 15 h / 40 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; potassium hydroxide; sodium tetrahydroborate; dibutylborinic acid methyl ester; water; hydrogen; pyridinium p-toluenesulfonate; potassium hydride; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; methanol; diethyl ether; hexane; water; acetone;

Reference yield:

: (E)-3,4-Bis-(dimethyl-p-tolyl-silanyl)-7-(2-methyl-[1,3]dioxolan-2-yl)-hept-5-enoic acid

: 215110-73-9
(2S,3R,6R,8S)-3-(Dimethyl-p-tolyl-silanyl)-6,8-dihydroxy-2-methyl-nonanoic acid

Guidance literature:: Multi-step reaction with 10 steps

1: 92 percent / MCPBA, Na₂HPO₄ / CH₂Cl₂ / 1.) 0 deg C, 4 h, 2.) r.t., 8 h

2: KH / tetrahydrofuran / 1.) -78 to -20 deg C, 2 h; -5 deg C, 1 h, 2.) 0 deg C, 1 h

3: H₂ / PtO₂ / methanol / 50 h / Ambient temperature

4: diethyl ether

5: 93 percent / pyridinium toluene p-sulfonate / acetone; H₂O / 2.5 h / Heating

6: 1.) Bu₂BOMe, 2.) NaBH₄ / 1.) THF, MeOH, -78 deg C, 20 min, 2.) THF, MeOH, -78 deg C, 15 h

7: 96 percent / p-TsOH*pyridine / 15 h / Ambient temperature

8: 93 percent / LDA, DMPU / hexane; tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -78 deg C, 46 h; -78 to -10 deg C, 8 h

9: TsOH*pyridine / methanol / 2.5 h

10: KOH, H₂O / methanol; tetrahydrofuran / 15 h / 40 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; potassium hydroxide; sodium tetrahydroborate; disodium hydrogenphosphate; dibutylborinic acid methyl ester; water; hydrogen; pyridinium p-toluenesulfonate; potassium hydride; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; acetone;