(5S)-5-((2R,4R)-4-((4R,5R)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)pentan-2-yl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane

Base Information

• Chemical Name: (5S)-5-((2R,4R)-4-((4R,5R)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)pentan-2-yl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane
• CAS No.: 1643478-35-6
• Molecular Formula: C₃₃H₆₂O₅Si₂
• Molecular Weight: 595.023

Synonyms:(5S)-5-((2R,4R)-4-((4R,5R)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)pentan-2-yl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane

Chemical Property of (5S)-5-((2R,4R)-4-((4R,5R)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)pentan-2-yl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5S)-5-((2R,4R)-4-((4R,5R)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)pentan-2-yl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane

There total 9 articles about (5S)-5-((2R,4R)-4-((4R,5R)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)pentan-2-yl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane 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:

2-<(benzyloxy)-methyl>butyraldehyde (916501-75-2) → (5S)-5-((2R,4R)-4-((4R,5R)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)pentan-2-yl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane (1643478-35-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: tetrahydrofuran / 0 °C / Inert atmosphere

2.1: palladium on activated charcoal; hydrogen / 20 °C / 760.05 Torr

3.1: sodium hydride / N,N-dimethyl-formamide / Inert atmosphere; Heating

3.2: Inert atmosphere

4.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere

5.1: dicyclohexylboron chloride; triethylamine / diethyl ether / 2.5 h / -78 - 0 °C / Inert atmosphere

5.2: 14 h / -78 - -25 °C / Inert atmosphere

6.1: zinc(II) tetrahydroborate / dichloromethane; diethyl ether / 6 h / -40 °C

7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / -10 °C / Molecular sieve; Inert atmosphere

8.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

8.2: 0.5 h / -78 °C / Inert atmosphere

8.3: 0.25 h / -78 °C / Inert atmosphere

9.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / 1 h / 120 °C / Inert atmosphere

With zinc(II) tetrahydroborate; 2,2'-azobis(isobutyronitrile); palladium on activated charcoal; dicyclohexylboron chloride; hydrogen; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; sodium hydride; Dess-Martin periodane; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1.1: |Grignard Reaction / 9.1: |Barton-McCombie Deoxygenation;

DOI:10.1039/c4ob00250d

Reference yield:

(R)-4-((4-methoxybenzyloxy)methyl)hexan-3-one (1643478-23-2) → (5S)-5-((2R,4R)-4-((4R,5R)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)pentan-2-yl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane (1643478-35-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: dicyclohexylboron chloride; triethylamine / diethyl ether / 2.5 h / -78 - 0 °C / Inert atmosphere

1.2: 14 h / -78 - -25 °C / Inert atmosphere

2.1: benzo[1,3,2]dioxaborole / tetrahydrofuran / 12 h / Inert atmosphere; Cooling

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / -10 °C / Molecular sieve; Inert atmosphere

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

4.2: 0.5 h / -78 °C / Inert atmosphere

4.3: 0.25 h / -78 °C / Inert atmosphere

5.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / 1 h / 120 °C / Inert atmosphere

With 2,2'-azobis(isobutyronitrile); dicyclohexylboron chloride; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; benzo[1,3,2]dioxaborole; In tetrahydrofuran; diethyl ether; dichloromethane; 5.1: |Barton-McCombie Deoxygenation;

DOI:10.1039/c4ob00250d

Reference yield:

C14H22O2 → (5S)-5-((2R,4R)-4-((4R,5R)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)pentan-2-yl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane (1643478-35-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: palladium on activated charcoal; hydrogen / 20 °C / 760.05 Torr

2.1: sodium hydride / N,N-dimethyl-formamide / Inert atmosphere; Heating

2.2: Inert atmosphere

3.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: dicyclohexylboron chloride; triethylamine / diethyl ether / 2.5 h / -78 - 0 °C / Inert atmosphere

4.2: 14 h / -78 - -25 °C / Inert atmosphere

5.1: zinc(II) tetrahydroborate / dichloromethane; diethyl ether / 6 h / -40 °C

6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / -10 °C / Molecular sieve; Inert atmosphere

7.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

7.2: 0.5 h / -78 °C / Inert atmosphere

7.3: 0.25 h / -78 °C / Inert atmosphere

8.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / 1 h / 120 °C / Inert atmosphere

With zinc(II) tetrahydroborate; 2,2'-azobis(isobutyronitrile); palladium on activated charcoal; dicyclohexylboron chloride; hydrogen; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; sodium hydride; Dess-Martin periodane; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 8.1: |Barton-McCombie Deoxygenation;

DOI:10.1039/c4ob00250d

upstream raw materials:

2-<(benzyloxy)-methyl>butyraldehyde

(R)-4-((4-methoxybenzyloxy)methyl)hexan-3-one

(S)-2-((benzyloxy)methyl)butan-1-ol

C₃₅H₆₄O₆S₂Si₂

Downstream raw materials:

C₃₄H₆₄O₄Si₂

(3S,4R,6R,7R,8R)-3-(tert-butyldimethylsilyloxy)-8-ethyl-7-(4-methoxybenzyloxy)-4,6-dimethyldec-9-en-1-ol

C₂₈H₄₈O₄Si

C₃₃H₆₂O₅Si₂

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