C₅₈H₈₈O₉Si₂

Base Information

• Chemical Name: C₅₈H₈₈O₉Si₂
• CAS No.: 464914-09-8
• Molecular Formula: C₅₈H₈₈O₉Si₂
• Molecular Weight: 985.502
• Mol file: 464914-09-8.mol

Synonyms:C₅₈H₈₈O₉Si₂

Chemical Property of C₅₈H₈₈O₉Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₈H₈₈O₉Si₂

There total 13 articles about C₅₈H₈₈O₉Si₂ 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: 90.0%

t-butyldimethylsiyl triflate (69739-34-0) + 1-{3-[3-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-pent-4-enyl]-oxiranyl}-3-(3-{6-[4-(4-methoxy-benzyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-but-3-en-1-ol (464914-21-4) → C58H88O9Si2 (464914-09-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/S0040-4039(02)00907-3

Reference yield:

methyl (3R)-3-methyl-5-oxopentanoate (79936-62-2) → C58H88O9Si2 (464914-09-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: Jacobsen catalyst / various solvent(s) / -25 °C

1.2: TFA / CH₂Cl₂

2.1: 94 percent / CeCl₃*7H₂O; NaBH₄ / methanol / -78 °C

3.1: 91 percent / iPr₂NEt / CH₂Cl₂

4.1: BF₃*OEt₂ / CH₂Cl₂ / -20 °C

4.2: CeCl₃ / tetrahydrofuran / -78 °C

5.1: 53 percent / BF₃*OEt₂ / CH₂Cl₂ / -78 °C

6.1: 90 percent / iPr₂NEt / CH₂Cl₂

With sodium tetrahydroborate; cerium(III) chloride; boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; (S,S)-chloro[2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis-[4,6-bis(1,1-dimethylethyl)phenolato]]^(2-)-N,N',O,O'-manganese; In methanol; dichloromethane; 1.1: hetero-Diels-Alder cycloaddition / 2.1: Luche reduction;

DOI:10.1016/S0040-4039(02)00907-3

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → C58H88O9Si2 (464914-09-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 88 percent / iPrNEt₂ / CH₂Cl₂ / 0 °C

2: 60 percent / Cl₂(PCy₃)2Ru=CHPh / CH₂Cl₂ / Heating

3: 75 percent / PPTS / ethanol

4: 94 percent / tBuOOH; (+)-DET; Ti(OiPr)4 / CH₂Cl₂ / -20 °C

5: 88 percent / Dess-Martin periodinane / CH₂Cl₂

6: 53 percent / BF₃*OEt₂ / CH₂Cl₂ / -78 °C

7: 90 percent / iPr₂NEt / CH₂Cl₂

With titanium(IV) isopropylate; tert.-butylhydroperoxide; Grubbs catalyst first generation; diethyl (2R,3R)-tartrate; N,N-diethyl-N-isopropylamine; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; 4: Sharpless asymmetric epoxidation / 5: Dess-Martin oxidation;

DOI:10.1016/S0040-4039(02)00907-3

upstream raw materials:

t-butyldimethylsiyl triflate

1-{3-[3-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-pent-4-enyl]-oxiranyl}-3-(3-{6-[4-(4-methoxy-benzyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-but-3-en-1-ol

methyl (3R)-3-methyl-5-oxopentanoate

(R)-3-Methyl-4-((R)-4-oxo-3,4-dihydro-2H-pyran-2-yl)-butyric acid methyl ester