(E,11R,12S,15R,16R,19S,20R)-15,16-di(tert-butyldimethylsilyloxy)-25-(tert-butyldiphenylsilyloxy)-11,20-di(methoxymethoxy)-12,19-di(p-toluenesulfonoxy)-21-heptacosen-26-yne

Base Information

• Chemical Name: (E,11R,12S,15R,16R,19S,20R)-15,16-di(tert-butyldimethylsilyloxy)-25-(tert-butyldiphenylsilyloxy)-11,20-di(methoxymethoxy)-12,19-di(p-toluenesulfonoxy)-21-heptacosen-26-yne
• CAS No.: 507480-67-3
• Molecular Formula: C₇₃H₁₁₆O₁₃S₂Si₃
• Molecular Weight: 1350.1

Synonyms:

Chemical Property of (E,11R,12S,15R,16R,19S,20R)-15,16-di(tert-butyldimethylsilyloxy)-25-(tert-butyldiphenylsilyloxy)-11,20-di(methoxymethoxy)-12,19-di(p-toluenesulfonoxy)-21-heptacosen-26-yne

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E,11R,12S,15R,16R,19S,20R)-15,16-di(tert-butyldimethylsilyloxy)-25-(tert-butyldiphenylsilyloxy)-11,20-di(methoxymethoxy)-12,19-di(p-toluenesulfonoxy)-21-heptacosen-26-yne

There total 8 articles about (E,11R,12S,15R,16R,19S,20R)-15,16-di(tert-butyldimethylsilyloxy)-25-(tert-butyldiphenylsilyloxy)-11,20-di(methoxymethoxy)-12,19-di(p-toluenesulfonoxy)-21-heptacosen-26-yne 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:

p-toluenesulfonyl chloride (98-59-9) → (E,11R,12S,15R,16R,19S,20R)-15,16-di(tert-butyldimethylsilyloxy)-25-(tert-butyldiphenylsilyloxy)-11,20-di(methoxymethoxy)-12,19-di(p-toluenesulfonoxy)-21-heptacosen-26-yne (507480-67-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / pyridine

2: H₂ / Pd/C

3: PCC

4: InBr₃ / ethyl acetate / -78 - 20 °C

5: 0.12 g / pyridine / 18 h

With pyridine; indium(III) bromide; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/jo026433x

Reference yield:

(4R,5R)-8-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-octanal (204572-66-7) → (E,11R,12S,15R,16R,19S,20R)-15,16-di(tert-butyldimethylsilyloxy)-25-(tert-butyldiphenylsilyloxy)-11,20-di(methoxymethoxy)-12,19-di(p-toluenesulfonoxy)-21-heptacosen-26-yne (507480-67-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / InBr₃ / ethyl acetate / -78 - 20 °C

2: 82 percent / pyridine

3: H₂ / Pd/C

4: PCC

5: InBr₃ / ethyl acetate / -78 - 20 °C

6: 0.12 g / pyridine / 18 h

With pyridine; indium(III) bromide; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/jo026433x

Reference yield:

(E)-(4R,5R,8S,9R)-1-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-9-methoxymethoxy-nonadec-10-en-8-ol (247200-04-0) → (E,11R,12S,15R,16R,19S,20R)-15,16-di(tert-butyldimethylsilyloxy)-25-(tert-butyldiphenylsilyloxy)-11,20-di(methoxymethoxy)-12,19-di(p-toluenesulfonoxy)-21-heptacosen-26-yne (507480-67-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / pyridine

2: H₂ / Pd/C

3: PCC

4: InBr₃ / ethyl acetate / -78 - 20 °C

5: 0.12 g / pyridine / 18 h

With pyridine; indium(III) bromide; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/jo026433x

upstream raw materials:

p-toluenesulfonylanhydride

Toluene-4-sulfonic acid (E)-(1S,4R,5R,8S,9R,14S)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-14-(tert-butyl-diphenyl-silanyloxy)-8-hydroxy-9-methoxymethoxy-1-((R)-1-methoxymethoxy-undecyl)-hexadec-10-en-15-ynyl ester

p-toluenesulfonyl chloride

(4R,5R)-8-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-octanal

Downstream raw materials:

asimin

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