C₅₈H₉₆O₁₅Si₂

Base Information

• Chemical Name: C₅₈H₉₆O₁₅Si₂
• CAS No.: 639087-37-9
• Molecular Formula: C₅₈H₉₆O₁₅Si₂
• Molecular Weight: 1089.56
• Mol file: 639087-37-9.mol

Synonyms:C₅₈H₉₆O₁₅Si₂

Chemical Property of C₅₈H₉₆O₁₅Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₈H₉₆O₁₅Si₂

There total 56 articles about C₅₈H₉₆O₁₅Si₂ 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: 44.0%

[(2R,4S,6S,8S,10S)-4-Acetoxy-10-methyl-8-((R)-3-methyl-2-methylene-4-oxo-butyl)-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-acetic acid allyl ester (438625-68-4) + C41H69BO7Si (639087-36-8) → C58H96O15Si2 + C58H96O15Si2 (639087-37-9)

Guidance literature:

In pentane; at -78 ℃; for 8h;

DOI:10.1021/ol035849+

Reference yield:

2-(1-methyl-2-triethylsilanyloxy-ethyl)-4-triethylsilanyloxy-hept-1-en-6-yne → C58H96O15Si2 (639087-37-9)

Guidance literature:

Multi-step reaction with 16 steps

1.1: i-PrMgCl / tetrahydrofuran / 1 h / -20 °C

2.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

3.1: 97 percent / NaOMe / methanol; CH₂Cl₂ / 16 h / -10 - 20 °C

4.1: aq. HClO₄ / acetonitrile; CH₂Cl₂ / 0.5 h / 20 °C

5.1: PhI(Tfa)2 / 0.67 h / 0 °C

6.1: aq. NaHCO₃; AcOH / tetrahydrofuran / 6 h / 30 °C

7.1: imidazole / dimethylformamide / 14 h / 20 °C

8.1: 87 percent / NaBH₄; CaCl₃*7H₂O / tetrahydrofuran; methanol / 1 h / -78 °C

9.1: 96 percent / NaH / tetrahydrofuran / 22 h / 0 - 20 °C

10.1: 75 percent / HF*pyridine; pyridine / tetrahydrofuran / 7 h / 20 °C

11.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

12.1: NaClO₂; 2-methyl-2-butene; aq. pH 7 buffer / 2-methyl-propan-2-ol / 2 h / 20 °C / pH 7

13.1: O₂ / CH₂Cl₂ / 0.05 h / -78 °C

13.2: Me₂S / CH₂Cl₂

14.1: pyridine / toluene / 1 h / 40 °C

15.1: Et₃N / diethyl ether / 0.17 h / -78 - 0 °C

16.1: diethyl ether / 17 h / -78 - -30 °C

With pyridine; 1H-imidazole; sodium chlorite; sodium tetrahydroborate; perchloric acid; 2-methyl-but-2-ene; CaCl₃*7H₂O; pH 7 buffer; isopropylmagnesium chloride; oxygen; sodium methylate; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; pyridine hydrogenfluoride; acetic acid; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol; 2.1: Dess-Martin oxidation / 11.1: Dess-Martin oxidation / 12.1: Pinnick oxidation;

DOI:10.1002/anie.200502008

Reference yield:

1-[6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(1-methyl-2-triethylsilanyloxy-ethyl)-6-triethylsilanyloxy-non-8-en-3-yn-2-one (868266-87-9) → C58H96O15Si2 (639087-37-9)

Guidance literature:

Multi-step reaction with 14 steps

1.1: 97 percent / NaOMe / methanol; CH₂Cl₂ / 16 h / -10 - 20 °C

2.1: aq. HClO₄ / acetonitrile; CH₂Cl₂ / 0.5 h / 20 °C

3.1: PhI(Tfa)2 / 0.67 h / 0 °C

4.1: aq. NaHCO₃; AcOH / tetrahydrofuran / 6 h / 30 °C

5.1: imidazole / dimethylformamide / 14 h / 20 °C

6.1: 87 percent / NaBH₄; CaCl₃*7H₂O / tetrahydrofuran; methanol / 1 h / -78 °C

7.1: 96 percent / NaH / tetrahydrofuran / 22 h / 0 - 20 °C

8.1: 75 percent / HF*pyridine; pyridine / tetrahydrofuran / 7 h / 20 °C

9.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

10.1: NaClO₂; 2-methyl-2-butene; aq. pH 7 buffer / 2-methyl-propan-2-ol / 2 h / 20 °C / pH 7

11.1: O₂ / CH₂Cl₂ / 0.05 h / -78 °C

11.2: Me₂S / CH₂Cl₂

12.1: pyridine / toluene / 1 h / 40 °C

13.1: Et₃N / diethyl ether / 0.17 h / -78 - 0 °C

14.1: diethyl ether / 17 h / -78 - -30 °C

With pyridine; 1H-imidazole; sodium chlorite; sodium tetrahydroborate; perchloric acid; 2-methyl-but-2-ene; CaCl₃*7H₂O; pH 7 buffer; oxygen; sodium methylate; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; pyridine hydrogenfluoride; acetic acid; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol; 9.1: Dess-Martin oxidation / 10.1: Pinnick oxidation;

DOI:10.1002/anie.200502008

upstream raw materials:

[(2R,4S,6S,8S,10S)-4-Acetoxy-10-methyl-8-((R)-3-methyl-2-methylene-4-oxo-butyl)-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-2-yl]-acetic acid allyl ester

C₄₁H₆₉BO₇Si

(2S,4S,6S,8R,10S)-2-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-8-hydroxymethyl-4-methyl-1,7-dioxa-spiro[5.5]undecane-4,10-diol

{(2S,4S,6R,8S,10S)-8-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-2-methylene-butyl]-4,10-dihydroxy-10-methyl-1,7-dioxa-spiro[5.5]undec-2-yl}-acetonitrile