(3S,4S,E)-6-[(4R,6R)-6-{[(4R,6S)-6-{(R)-3-[(2R,4R,6R)-6-{[(4R,5S,6S)-6-allyl-2,2,5-trimethyl-1,3-dioxan-4-yl]methyl}-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-2-(4-methoxybenzyloxy)propyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-2,2-dimethyl-1,3-dioxan-4-yl]-2,4-dimethylhex-5-en-3-ol

Base Information

• Chemical Name: (3S,4S,E)-6-[(4R,6R)-6-{[(4R,6S)-6-{(R)-3-[(2R,4R,6R)-6-{[(4R,5S,6S)-6-allyl-2,2,5-trimethyl-1,3-dioxan-4-yl]methyl}-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-2-(4-methoxybenzyloxy)propyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-2,2-dimethyl-1,3-dioxan-4-yl]-2,4-dimethylhex-5-en-3-ol
• CAS No.: 1333473-64-5
• Molecular Formula: C₅₄H₈₂O₁₂
• Molecular Weight: 923.238

Synonyms:

Chemical Property of (3S,4S,E)-6-[(4R,6R)-6-{[(4R,6S)-6-{(R)-3-[(2R,4R,6R)-6-{[(4R,5S,6S)-6-allyl-2,2,5-trimethyl-1,3-dioxan-4-yl]methyl}-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-2-(4-methoxybenzyloxy)propyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-2,2-dimethyl-1,3-dioxan-4-yl]-2,4-dimethylhex-5-en-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (3S,4S,E)-6-[(4R,6R)-6-{[(4R,6S)-6-{(R)-3-[(2R,4R,6R)-6-{[(4R,5S,6S)-6-allyl-2,2,5-trimethyl-1,3-dioxan-4-yl]methyl}-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-2-(4-methoxybenzyloxy)propyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-2,2-dimethyl-1,3-dioxan-4-yl]-2,4-dimethylhex-5-en-3-ol

There total 11 articles about (3S,4S,E)-6-[(4R,6R)-6-{[(4R,6S)-6-{(R)-3-[(2R,4R,6R)-6-{[(4R,5S,6S)-6-allyl-2,2,5-trimethyl-1,3-dioxan-4-yl]methyl}-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-2-(4-methoxybenzyloxy)propyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-2,2-dimethyl-1,3-dioxan-4-yl]-2,4-dimethylhex-5-en-3-ol 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:

C51H78O12 (1354728-55-4) + 2,2-dimethoxy-propane (77-76-9) → (3S,4S,E)-6-[(4R,6R)-6-{[(4R,6S)-6-{(R)-3-[(2R,4R,6R)-6-{[(4R,5S,6S)-6-allyl-2,2,5-trimethyl-1,3-dioxan-4-yl]methyl}-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-2-(4-methoxybenzyloxy)propyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-2,2-dimethyl-1,3-dioxan-4-yl]-2,4-dimethylhex-5-en-3-ol (1333473-64-5)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1021/jo2012658

Reference yield:

(2R,3R)-[(1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl]-3-hydroxy-4-[(2S,4S,6R)-2-(4-methoxyphenyl)-6-{[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-2-methylbutanoate (1333473-58-7) → (3S,4S,E)-6-[(4R,6R)-6-{[(4R,6S)-6-{(R)-3-[(2R,4R,6R)-6-{[(4R,5S,6S)-6-allyl-2,2,5-trimethyl-1,3-dioxan-4-yl]methyl}-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-2-(4-methoxybenzyloxy)propyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-2,2-dimethyl-1,3-dioxan-4-yl]-2,4-dimethylhex-5-en-3-ol (1333473-64-5)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 4 h / 0 - 20 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / 2.33 h / -20 - 5 °C

2.2: 0 °C / Saturated solution

3.1: tetrahydrofuran; diethyl ether / 0.53 h / 0 °C

4.1: sodium tetrahydroborate / methanol / 15 h / -50 °C

4.2: Saturated solution

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C

6.1: pyridinium p-toluenesulfonate / dichloromethane / 3 h / 20 °C

7.1: diisobutylaluminium hydride / dichloromethane / 4.25 h / 0 - 20 °C

7.2: 2 h / Saturated solution

8.1: potassium carbonate; Dess-Martin periodane / dichloromethane / 15 h / 0 - 20 °C

9.1: dicyclohexylboron chloride; triethylamine / diethyl ether / 0.83 h / -10 °C

9.2: 31.08 h / -78 - -26 °C

10.1: acetic acid; tetramethylammonium triacetoxyborohydride / acetonitrile / 48 h / -30 - -25 °C

11.1: pyridinium p-toluenesulfonate / dichloromethane / 15 h / 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; dicyclohexylboron chloride; tetrabutyl ammonium fluoride; isopropylmagnesium chloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; acetic acid; triethylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1021/jo2012658

Reference yield:

(4S,5S,6R)-4-allyl-6-{[(2R,4R,6R)-2-(4-methoxyphenyl)-6-{[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]methyl}-2,2,5-trimethyl-1,3-dioxane (1333473-61-2) → (3S,4S,E)-6-[(4R,6R)-6-{[(4R,6S)-6-{(R)-3-[(2R,4R,6R)-6-{[(4R,5S,6S)-6-allyl-2,2,5-trimethyl-1,3-dioxan-4-yl]methyl}-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-2-(4-methoxybenzyloxy)propyl}-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-2,2-dimethyl-1,3-dioxan-4-yl]-2,4-dimethylhex-5-en-3-ol (1333473-64-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: diisobutylaluminium hydride / dichloromethane / 4.25 h / 0 - 20 °C

1.2: 2 h / Saturated solution

2.1: potassium carbonate; Dess-Martin periodane / dichloromethane / 15 h / 0 - 20 °C

3.1: dicyclohexylboron chloride; triethylamine / diethyl ether / 0.83 h / -10 °C

3.2: 31.08 h / -78 - -26 °C

4.1: acetic acid; tetramethylammonium triacetoxyborohydride / acetonitrile / 48 h / -30 - -25 °C

5.1: pyridinium p-toluenesulfonate / dichloromethane / 15 h / 20 °C

With dicyclohexylboron chloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; acetic acid; triethylamine; tetramethylammonium triacetoxyborohydride; In diethyl ether; dichloromethane; acetonitrile;

DOI:10.1021/jo2012658

upstream raw materials:

(2R,3R)-[(1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl]-3-hydroxy-4-[(2S,4S,6R)-2-(4-methoxyphenyl)-6-{[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-2-methylbutanoate

(4S,5S,6R)-6-(tert-butyldimethylsilyloxy)-7-[(2R,4R,6R)-2-(4-methoxyphenyl)-6-{[ (2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-5-methylhept-1-en-4-ol

(4S,5S,6R)-4-allyl-6-{[(2R,4R,6R)-2-(4-methoxyphenyl)-6-{[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]methyl}-2,2,5-trimethyl-1,3-dioxane

(R)-4-[(2R,4R,6R)-6-{[(4R,5S,6S)-6-allyl-2,2,5-trimethyl-1,3-dioxan-4-yl]-methyl}-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-3-(4-methoxybenzyloxy)-butanal

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