7-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-4-methyl-heptanal

Base Information

• Chemical Name: 7-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-4-methyl-heptanal
• CAS No.: 911837-50-8
• Molecular Formula: C₄₆H₆₄O₆Si₂
• Molecular Weight: 769.182

Synonyms:7-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-4-methyl-heptanal

Chemical Property of 7-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-4-methyl-heptanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 7-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-4-methyl-heptanal

There total 10 articles about 7-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-4-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: 90.0%

1-{(1R,2S,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-2-methyl-pentyloxymethyl}-4-methoxy-benzene (911837-49-5) → 7-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-4-methyl-heptanal (911837-50-8)

Guidance literature:

With sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; In water; tert-butyl alcohol;

DOI:10.1016/j.tetlet.2006.06.173

Reference yield:

(?)-(2S,3S)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-2-methylpentan-1-ol (872369-16-9) → 7-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-4-methyl-heptanal (911837-50-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 96 percent / Bu₂BOTf; Et₃N

2: 93 percent / NaBH₄ / tetrahydrofuran; H₂O

3: 95 percent / CSA / CH₂Cl₂

4: 95 percent / DIBAL-H / CH₂Cl₂ / 0 °C

5: 95 percent / 4-DMAP; pyridine / CH₂Cl₂; dimethylformamide

6: 90 percent / OsO₄; NMO; NaIO₄ / 2-methyl-propan-2-ol; H₂O

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Swern oxidation / 2: Evans aldol condensation;

DOI:10.1016/j.tetlet.2006.06.173

Reference yield:

(-)-(R)-4-benzyl-3-[(2R,3S)-5-(benzyloxy)-3-hydroxy-2-methylpentanoyl]-1,3-oxazolidin-2-one (870091-89-7) → 7-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-4-methyl-heptanal (911837-50-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 95 percent / imidazole / dimethylformamide

2: 90 percent / NaBH₄ / tetrahydrofuran; H₂O

3: 96 percent / Bu₂BOTf; Et₃N

4: 93 percent / NaBH₄ / tetrahydrofuran; H₂O

5: 95 percent / CSA / CH₂Cl₂

6: 95 percent / DIBAL-H / CH₂Cl₂ / 0 °C

7: 95 percent / 4-DMAP; pyridine / CH₂Cl₂; dimethylformamide

8: 90 percent / OsO₄; NMO; NaIO₄ / 2-methyl-propan-2-ol; H₂O

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 3: Swern oxidation / 4: Evans aldol condensation;

DOI:10.1016/j.tetlet.2006.06.173

upstream raw materials:

1-{(1R,2S,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-2-methyl-pentyloxymethyl}-4-methoxy-benzene

(2R,3S)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-2-methylpentanal

(?)-(2S,3S)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-2-methylpentan-1-ol

(-)-(R)-4-benzyl-3-[(2R,3S)-5-(benzyloxy)-3-hydroxy-2-methylpentanoyl]-1,3-oxazolidin-2-one

Downstream raw materials:

7-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-4-methyl-heptan-1-ol

(R)-4-Benzyl-3-[(2R,3S,5S,6S,7R,8S)-5-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-7-(4-methoxy-benzyloxy)-2,6-dimethyl-nonanoyl]-oxazolidin-2-one

5-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-dimethyl-silanyloxymethyl)-9-(tert-butyl-diphenyl-silanyloxy)-3,7-bis-(4-methoxy-benzyloxy)-2,6-dimethyl-nonan-1-ol

(4S,5S)-4-[(2S,3S,4R,5S)-2-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-6-(tert-butyl-diphenyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-hexyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

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