6-((4S,5S)-5-((S)-2-((4R,5S)-5-((S)-4-((tert-butyldimethylsilyl)-oxy)-2-((4-methoxybenzyl)oxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)hexyl pivalate

Base Information

• Chemical Name: 6-((4S,5S)-5-((S)-2-((4R,5S)-5-((S)-4-((tert-butyldimethylsilyl)-oxy)-2-((4-methoxybenzyl)oxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)hexyl pivalate
• CAS No.: 1460293-51-9
• Molecular Formula: C₄₂H₇₄O₉Si
• Molecular Weight: 751.13
• Mol file: 1460293-51-9.mol

Synonyms:6-((4S,5S)-5-((S)-2-((4R,5S)-5-((S)-4-((tert-butyldimethylsilyl)-oxy)-2-((4-methoxybenzyl)oxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)hexyl pivalate

Chemical Property of 6-((4S,5S)-5-((S)-2-((4R,5S)-5-((S)-4-((tert-butyldimethylsilyl)-oxy)-2-((4-methoxybenzyl)oxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)hexyl pivalate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-((4S,5S)-5-((S)-2-((4R,5S)-5-((S)-4-((tert-butyldimethylsilyl)-oxy)-2-((4-methoxybenzyl)oxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)hexyl pivalate

There total 12 articles about 6-((4S,5S)-5-((S)-2-((4R,5S)-5-((S)-4-((tert-butyldimethylsilyl)-oxy)-2-((4-methoxybenzyl)oxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)hexyl pivalate 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: 85.0%

(7S,8S,10S)-10-((4R,5S)-5-((S)-4-((tert-butyldimethylsilyl)oxy)-2-((4-methoxybenzyl)oxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-7,8-dihydroxyundecyl pivalate (1460293-50-8) + 2,2-dimethoxy-propane (77-76-9) → 6-((4S,5S)-5-((S)-2-((4R,5S)-5-((S)-4-((tert-butyldimethylsilyl)-oxy)-2-((4-methoxybenzyl)oxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)hexyl pivalate (1460293-51-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In acetone; at 20 ℃; for 12h;

DOI:10.1039/c3ob41569d

Reference yield:

(S,E)-10-methyl-11-oxoundec-7-enyl pivalate (1460293-39-3) → 6-((4S,5S)-5-((S)-2-((4R,5S)-5-((S)-4-((tert-butyldimethylsilyl)-oxy)-2-((4-methoxybenzyl)oxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)hexyl pivalate (1460293-51-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 - -10 °C

1.2: 2 h / -78 °C

2.1: bis-[(trifluoroacetoxy)iodo]benzene / tetrahydrofuran; methanol; water / 0.02 h / 20 °C

3.1: zinc(II) tetrahydroborate / diethyl ether / 2 h / -78 °C

4.1: pyridinium p-toluenesulfonate / acetone / 20 °C

5.1: methanesulfonamide / tert-butyl alcohol; water / 20 °C

6.1: pyridinium p-toluenesulfonate / acetone / 12 h / 20 °C

With n-butyllithium; zinc(II) tetrahydroborate; methanesulfonamide; pyridinium p-toluenesulfonate; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; methanol; diethyl ether; hexane; water; acetone; tert-butyl alcohol;

DOI:10.1039/c3ob41569d

Reference yield:

(2S,4S)-4-hydroxymethyl-2-(p-methoxymethyl)-1,3-dioxane (103708-37-8) → 6-((4S,5S)-5-((S)-2-((4R,5S)-5-((S)-4-((tert-butyldimethylsilyl)-oxy)-2-((4-methoxybenzyl)oxy)butyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)hexyl pivalate (1460293-51-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 12 h / 0 - 20 °C

2.1: tert.-butyl lithium; N,N,N,N,N,N-hexamethylphosphoric triamide / hexane; tetrahydrofuran / 1.5 h / -30 °C

2.2: 0.75 h / -78 °C

3.1: diisobutylaluminium hydride / toluene; dichloromethane / 4 h / -78 - 20 °C

4.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

5.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 - -10 °C

5.2: 2 h / -78 °C

6.1: bis-[(trifluoroacetoxy)iodo]benzene / tetrahydrofuran; methanol; water / 0.02 h / 20 °C

7.1: zinc(II) tetrahydroborate / diethyl ether / 2 h / -78 °C

8.1: pyridinium p-toluenesulfonate / acetone / 20 °C

9.1: methanesulfonamide / tert-butyl alcohol; water / 20 °C

10.1: pyridinium p-toluenesulfonate / acetone / 12 h / 20 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; zinc(II) tetrahydroborate; methanesulfonamide; iodine; tert.-butyl lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triphenylphosphine; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol;

DOI:10.1039/c3ob41569d

upstream raw materials:

(S,E)-10-methyl-11-oxoundec-7-enyl pivalate

(2S,4S)-4-hydroxymethyl-2-(p-methoxymethyl)-1,3-dioxane

(4S)-4-(iodomethyl)-2-(4-methoxyphenyl)-1,3-dioxane

(4S)-4-((1,3-dithian-2-yl)methyl)-2-(4-methoxyphenyl)-1,3-dioxane