5-(tert-butyl-dimethyl-silanyloxy)-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-3-hydroxy-6-(4-methoxy-benzyloxy)-hexanal

Base Information

• Chemical Name: 5-(tert-butyl-dimethyl-silanyloxy)-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-3-hydroxy-6-(4-methoxy-benzyloxy)-hexanal
• CAS No.: 290815-57-5
• Molecular Formula: C₃₇H₆₂O₈Si₂
• Molecular Weight: 691.065

Synonyms:5-(tert-butyl-dimethyl-silanyloxy)-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-3-hydroxy-6-(4-methoxy-benzyloxy)-hexanal

Chemical Property of 5-(tert-butyl-dimethyl-silanyloxy)-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-3-hydroxy-6-(4-methoxy-benzyloxy)-hexanal

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 5-(tert-butyl-dimethyl-silanyloxy)-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-3-hydroxy-6-(4-methoxy-benzyloxy)-hexanal

There total 6 articles about 5-(tert-butyl-dimethyl-silanyloxy)-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-3-hydroxy-6-(4-methoxy-benzyloxy)-hexanal 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: 76.0%

6-(tert-butyl-dimethyl-silanyloxy)-4-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-7-(4-methoxy-benzyloxy)-hept-1-en-4-ol (290815-56-4) → 5-(tert-butyl-dimethyl-silanyloxy)-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-3-hydroxy-6-(4-methoxy-benzyloxy)-hexanal (290815-57-5)

Guidance literature:

With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water;

DOI:10.1021/ol005850y

Reference yield:

tert-butyl(1,3-dithian-2-yl)dimethylsilane (95452-06-5) → 5-(tert-butyl-dimethyl-silanyloxy)-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-3-hydroxy-6-(4-methoxy-benzyloxy)-hexanal (290815-57-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi; HMPA / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / 1.5 h / -78 - 0 °C

1.3: 87 percent / tetrahydrofuran / -78 - 20 °C

2.1: 86 percent / Hg(ClO₄)*xH₂O; CaCO₃; H₂O / tetrahydrofuran / 0.3 h / 0 °C

3.1: 80 percent / tetrahydrofuran / 0.3 h / 0 °C

4.1: 76 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium periodate; osmium(VIII) oxide; n-butyllithium; mercury(I) perchlorate; water; calcium carbonate; In tetrahydrofuran; water; 1.1: Metallation / 1.2: Addition / 1.3: Condensation / 2.1: Hydrolysis / 3.1: Addition / 4.1: Oxidation;

DOI:10.1021/ol005850y

Reference yield:

(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane (80910-01-6,108836-41-5,144069-33-0,134733-19-0) → 5-(tert-butyl-dimethyl-silanyloxy)-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-3-hydroxy-6-(4-methoxy-benzyloxy)-hexanal (290815-57-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi; HMPA / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / 1.5 h / -78 - 0 °C

1.3: 87 percent / tetrahydrofuran / -78 - 20 °C

2.1: 86 percent / Hg(ClO₄)*xH₂O; CaCO₃; H₂O / tetrahydrofuran / 0.3 h / 0 °C

3.1: 80 percent / tetrahydrofuran / 0.3 h / 0 °C

4.1: 76 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium periodate; osmium(VIII) oxide; n-butyllithium; mercury(I) perchlorate; water; calcium carbonate; In tetrahydrofuran; water; 1.1: Metallation / 1.2: Addition / 1.3: Condensation / 2.1: Hydrolysis / 3.1: Addition / 4.1: Oxidation;

DOI:10.1021/ol005850y

upstream raw materials:

6-(tert-butyl-dimethyl-silanyloxy)-4-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-7-(4-methoxy-benzyloxy)-hept-1-en-4-ol

tert-butyl(1,3-dithian-2-yl)dimethylsilane

(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane

tert-butyldimethylsilyl chloride

Downstream raw materials:

5-(tert-butyl-dimethyl-silanyloxy)-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-6-(4-methoxy-benzyloxy)-hex-2-en-1-ol

(E)-(R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-[(R)-1-(1,4-dioxa-spiro[4.5]dec-2-yl)methyl]-1-(4-methoxy-benzyloxy)-hex-4-en-2-ol

Methanesulfonic acid (2R,6R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-2,6-dihydroxy-7-(4-methoxy-benzyloxy)-heptyl ester

(2R,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-7-(4-methoxy-benzyloxy)-heptane-1,2,6-triol

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