Silane, (1,1-dimethylethyl)[[(2S,3R,5S)-5-[(1S)-1-[[(1,1-dimethylethyl)dimethylsil yl]oxy]octadecyl]tetrahydro-2-[(phenylthio)methyl]-3-furanyl]oxy]dimethyl-

Base Information

Chemical Name:Silane, (1,1-dimethylethyl)[[(2S,3R,5S)-5-[(1S)-1-[[(1,1-dimethylethyl)dimethylsil yl]oxy]octadecyl]tetrahydro-2-[(phenylthio)methyl]-3-furanyl]oxy]dimethyl-
CAS No.:879290-42-3
Molecular Formula:C41H78O3SSi2
Molecular Weight:707.306
Hs Code.:

Silane,
(1,1-dimethylethyl)[[(2S,3R,5S)-5-[(1S)-1-[[(1,1-dimethylethyl)dimethylsil
yl]oxy]octadecyl]tetrahydro-2-[(phenylthio)methyl]-3-furanyl]oxy]dimethyl-

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Chemical Property of Silane, (1,1-dimethylethyl)[[(2S,3R,5S)-5-[(1S)-1-[[(1,1-dimethylethyl)dimethylsil yl]oxy]octadecyl]tetrahydro-2-[(phenylthio)methyl]-3-furanyl]oxy]dimethyl-

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Technology Process of Silane, (1,1-dimethylethyl)[[(2S,3R,5S)-5-[(1S)-1-[[(1,1-dimethylethyl)dimethylsil yl]oxy]octadecyl]tetrahydro-2-[(phenylthio)methyl]-3-furanyl]oxy]dimethyl-

There total 15 articles about Silane, (1,1-dimethylethyl)[[(2S,3R,5S)-5-[(1S)-1-[[(1,1-dimethylethyl)dimethylsil yl]oxy]octadecyl]tetrahydro-2-[(phenylthio)methyl]-3-furanyl]oxy]dimethyl- 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: 87.0%

: 879290-41-2
(2S,3R,5S)-5-((S)-1-Hydroxy-octadecyl)-2-phenylsulfanylmethyl-tetrahydro-furan-3-ol

: 69739-34-0
t-butyldimethylsiyl triflate

: 879290-42-3
(2S,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-octadecyl]-2-phenylsulfanylmethyl-tetrahydro-furan

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jo052073c

Reference yield:

: 879290-72-9
(E)-Henicos-3-en-1-ol

: 879290-42-3
(2S,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-octadecyl]-2-phenylsulfanylmethyl-tetrahydro-furan

Guidance literature:: Multi-step reaction with 11 steps

1: NaH; TBAI / tetrahydrofuran / 18 h / 60 °C

2: 92 percent / AD-mix-α; methanesulfonamide; water / K2OsO4*2H2O / 2-methyl-propan-2-ol / 20 h / 0 °C

3: 100 percent / triethylamine; DMAP / tetrahydrofuran / 3 h / 20 °C

4: 78 percent / DDQ; phosphate buffer / CH₂Cl₂ / 1.5 h / 0 °C / pH 7

5: 96 percent / bisacetoxyiodobenzene; TEMPO / CH₂Cl₂ / 2 h / 20 °C

6: 91 percent / tetrahydrofuran / 16 h / Heating

7: 89 percent / DIBAL-H / diethyl ether; toluene / 0.5 h / 0 °C

8: 73 percent / D-(-)-DET; Ti(OiPr)4; t-BuOOH / CH₂Cl₂; toluene / 2.75 h / -30 - -20 °C

9: 94 percent / tributylphosphine; triethylamine / 6 h / 0 - 20 °C

10: 56 percent / BF₃*OEt₂ / diethyl ether / 5 h / 0 - 20 °C

11: 87 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; AD-mix-α; phosphate buffer; diethyl (2S,3S)-tartrate; tributylphosphine; methanesulfonamide; [bis(acetoxy)iodo]benzene; boron trifluoride diethyl etherate; water; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium osmate(VI); In tetrahydrofuran; diethyl ether; dichloromethane; toluene; tert-butyl alcohol; 2: Sharpless asymmetric dihydroxylation / 6: Wittig olefination / 8: Sharpless asymmetric epoxidation;
DOI:10.1021/jo052073c

Reference yield:

: 879290-35-4
heneicos-3-yn-1-ol

: 879290-42-3
(2S,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-octadecyl]-2-phenylsulfanylmethyl-tetrahydro-furan

Guidance literature:: Multi-step reaction with 12 steps

1: 87 percent / LAH / bis-(2-methoxy-ethyl) ether / 17 h / 125 °C

2: NaH; TBAI / tetrahydrofuran / 18 h / 60 °C

3: 92 percent / AD-mix-α; methanesulfonamide; water / K2OsO4*2H2O / 2-methyl-propan-2-ol / 20 h / 0 °C

4: 100 percent / triethylamine; DMAP / tetrahydrofuran / 3 h / 20 °C

5: 78 percent / DDQ; phosphate buffer / CH₂Cl₂ / 1.5 h / 0 °C / pH 7

6: 96 percent / bisacetoxyiodobenzene; TEMPO / CH₂Cl₂ / 2 h / 20 °C

7: 91 percent / tetrahydrofuran / 16 h / Heating

8: 89 percent / DIBAL-H / diethyl ether; toluene / 0.5 h / 0 °C

9: 73 percent / D-(-)-DET; Ti(OiPr)4; t-BuOOH / CH₂Cl₂; toluene / 2.75 h / -30 - -20 °C

10: 94 percent / tributylphosphine; triethylamine / 6 h / 0 - 20 °C

11: 56 percent / BF₃*OEt₂ / diethyl ether / 5 h / 0 - 20 °C

12: 87 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; AD-mix-α; lithium aluminium tetrahydride; phosphate buffer; diethyl (2S,3S)-tartrate; tributylphosphine; methanesulfonamide; [bis(acetoxy)iodo]benzene; boron trifluoride diethyl etherate; water; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium osmate(VI); In tetrahydrofuran; diethyl ether; dichloromethane; diethylene glycol dimethyl ether; toluene; tert-butyl alcohol; 3: Sharpless asymmetric dihydroxylation / 7: Wittig olefination / 9: Sharpless asymmetric epoxidation;
DOI:10.1021/jo052073c