(3S,5R,7R,9R,11R)-1-{2-[(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-5-methoxy-3-(tetrahydro-pyran-2-yloxy)-heptyl]-[1,3]dithian-2-yl}-5,7,9,11-tetramethoxy-3-(tetrahydro-pyran-2-yloxy)-hexadecan-1-ol

Base Information

• Chemical Name: (3S,5R,7R,9R,11R)-1-{2-[(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-5-methoxy-3-(tetrahydro-pyran-2-yloxy)-heptyl]-[1,3]dithian-2-yl}-5,7,9,11-tetramethoxy-3-(tetrahydro-pyran-2-yloxy)-hexadecan-1-ol
• CAS No.: 127766-39-6
• Molecular Formula: C₅₈H₉₈O₁₂S₂Si
• Molecular Weight: 1079.63

Synonyms:(3S,5R,7R,9R,11R)-1-{2-[(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-5-methoxy-3-(tetrahydro-pyran-2-yloxy)-heptyl]-[1,3]dithian-2-yl}-5,7,9,11-tetramethoxy-3-(tetrahydro-pyran-2-yloxy)-hexadecan-1-ol

Chemical Property of (3S,5R,7R,9R,11R)-1-{2-[(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-5-methoxy-3-(tetrahydro-pyran-2-yloxy)-heptyl]-[1,3]dithian-2-yl}-5,7,9,11-tetramethoxy-3-(tetrahydro-pyran-2-yloxy)-hexadecan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (3S,5R,7R,9R,11R)-1-{2-[(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-5-methoxy-3-(tetrahydro-pyran-2-yloxy)-heptyl]-[1,3]dithian-2-yl}-5,7,9,11-tetramethoxy-3-(tetrahydro-pyran-2-yloxy)-hexadecan-1-ol

There total 10 articles about (3S,5R,7R,9R,11R)-1-{2-[(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-5-methoxy-3-(tetrahydro-pyran-2-yloxy)-heptyl]-[1,3]dithian-2-yl}-5,7,9,11-tetramethoxy-3-(tetrahydro-pyran-2-yloxy)-hexadecan-1-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: 47.0%

(3R,5R,7R,9R,11R)-5,7,9,11-Tetramethoxy-3-(tetrahydro-pyran-2-yloxy)-hexadecanal (127766-47-6) + (3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-1-[1,3]dithian-2-yl-5-methoxy-3-(tetrahydro-pyran-2-yloxy)-heptan-1-ol (127766-38-5) → (3S,5R,7R,9R,11R)-1-{2-[(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-5-methoxy-3-(tetrahydro-pyran-2-yloxy)-heptyl]-[1,3]dithian-2-yl}-5,7,9,11-tetramethoxy-3-(tetrahydro-pyran-2-yloxy)-hexadecan-1-ol (127766-39-6)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(01)89013-4

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → (3S,5R,7R,9R,11R)-1-{2-[(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-5-methoxy-3-(tetrahydro-pyran-2-yloxy)-heptyl]-[1,3]dithian-2-yl}-5,7,9,11-tetramethoxy-3-(tetrahydro-pyran-2-yloxy)-hexadecan-1-ol (127766-39-6)

Guidance literature:

Multi-step reaction with 3 steps

2: 78 percent / n-BuLi / tetrahydrofuran / -78 °C

3: 47 percent / n-BuLi, HMPA / tetrahydrofuran / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)89013-4

Reference yield:

(2S,4S)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-hexane-1,2-diol → (3S,5R,7R,9R,11R)-1-{2-[(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-5-methoxy-3-(tetrahydro-pyran-2-yloxy)-heptyl]-[1,3]dithian-2-yl}-5,7,9,11-tetramethoxy-3-(tetrahydro-pyran-2-yloxy)-hexadecan-1-ol (127766-39-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) TsCl, Pyridine, 2.) K₂CO₃ / 1.) CH₂Cl₂, 2.) MeOH

3: 78 percent / n-BuLi / tetrahydrofuran / -78 °C

4: 47 percent / n-BuLi, HMPA / tetrahydrofuran / -78 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; potassium carbonate; p-toluenesulfonyl chloride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)89013-4

upstream raw materials:

(3R,5R,7R,9R,11R)-5,7,9,11-Tetramethoxy-3-(tetrahydro-pyran-2-yloxy)-hexadecanal

(3R,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-1-[1,3]dithian-2-yl-5-methoxy-3-(tetrahydro-pyran-2-yloxy)-heptan-1-ol

3,4-dihydro-2H-pyran

tert-Butyl-((S)-3-methoxy-4-(S)-oxiranyl-butoxy)-diphenyl-silane

Downstream raw materials:

tert-Butyl-((S)-4-{(4S,6S)-6-[(4R,6R)-2,2-dimethyl-6-((2R,4R,6R,8R)-2,4,6,8-tetramethoxy-tridecyl)-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3-methoxy-butoxy)-diphenyl-silane

tert-Butyl-[(S)-4-((S)-6-{2-[(R)-2,2-dimethyl-6-((2R,4R,6R,8R)-2,4,6,8-tetramethoxy-tridecyl)-[1,3]dioxan-4-yl]-[1,3]dithian-2-yl}-2,2-dimethyl-[1,3]dioxan-4-yl)-3-methoxy-butoxy]-diphenyl-silane

{(S)-6-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-[(R)-2,2-dimethyl-6-((2R,4R,6R,8R)-2,4,6,8-tetramethoxy-tridecyl)-[1,3]dioxan-4-yl]-methanone

{(4S,6S)-6-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-[(4R,6R)-2,2-dimethyl-6-((2R,4R,6R,8R)-2,4,6,8-tetramethoxy-tridecyl)-[1,3]dioxan-4-yl]-methanone

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