(2S,3S,5S)-2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-heptanal

Base Information

• Chemical Name: (2S,3S,5S)-2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-heptanal
• CAS No.: 331942-62-2
• Molecular Formula: C₂₈H₅₂O₅Si₂
• Molecular Weight: 524.889

Synonyms:(2S,3S,5S)-2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-heptanal

Chemical Property of (2S,3S,5S)-2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-heptanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (2S,3S,5S)-2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-heptanal

There total 5 articles about (2S,3S,5S)-2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-heptanal 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: 94.0%

(2R,3S,5S)-2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-heptan-1-ol (331942-69-9) → (2S,3S,5S)-2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-heptanal (331942-62-2)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl;

DOI:10.1016/S0040-4039(00)02156-0

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → (2S,3S,5S)-2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-heptanal (331942-62-2)

Guidance literature:

Multi-step reaction with 4 steps

1: TsOH

2: 2,6-lutidine

3: DIBAL

4: 94 percent / TEMPO

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; diisobutylaluminium hydride; toluene-4-sulfonic acid;

DOI:10.1016/S0040-4039(00)02156-0

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → (2S,3S,5S)-2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-heptanal (331942-62-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,6-lutidine

2: DIBAL

3: 94 percent / TEMPO

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; diisobutylaluminium hydride;

DOI:10.1016/S0040-4039(00)02156-0

upstream raw materials:

(2R,3S,5S)-2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-heptan-1-ol

p-Anisaldehyde dimethyl acetal

t-butyldimethylsiyl triflate

(4S,5R)-4-((S)-4-Hydroxy-2-methyl-butyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-5-ol

Downstream raw materials:

[(E)-(2S,4R,8R,9S,11R)-8-(tert-Butyl-dimethyl-silanyloxy)-9-hydroxy-2,4,11,15-tetramethyl-5,13-dioxo-hexadeca-6,15-dienyl]-((R)-1-phenyl-ethyl)-carbamic acid tert-butyl ester

[(E)-(2S,4R,8R,9S,11R)-8-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-2,4,11-trimethyl-5,13-dioxo-tridec-6-enyl]-((R)-1-phenyl-ethyl)-carbamic acid tert-butyl ester

[(E)-(2S,4R,8R,9S,11S)-8,13-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-2,4,11-trimethyl-5-oxo-tridec-6-enyl]-((R)-1-phenyl-ethyl)-carbamic acid tert-butyl ester

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