(E)-(3R,4R,8S,10S,11R,12S,14R)-4-Allyl-14-[1,3]dithian-2-yl-10,12-dimethoxy-3-(4-methoxy-benzyloxy)-6,8-dimethyl-11-triisopropylsilanyloxy-pentadec-5-enal

Base Information

• Chemical Name: (E)-(3R,4R,8S,10S,11R,12S,14R)-4-Allyl-14-[1,3]dithian-2-yl-10,12-dimethoxy-3-(4-methoxy-benzyloxy)-6,8-dimethyl-11-triisopropylsilanyloxy-pentadec-5-enal
• CAS No.: 137298-93-2
• Molecular Formula: C₄₃H₇₄O₆S₂Si
• Molecular Weight: 779.274

Synonyms:

Chemical Property of (E)-(3R,4R,8S,10S,11R,12S,14R)-4-Allyl-14-[1,3]dithian-2-yl-10,12-dimethoxy-3-(4-methoxy-benzyloxy)-6,8-dimethyl-11-triisopropylsilanyloxy-pentadec-5-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(3R,4R,8S,10S,11R,12S,14R)-4-Allyl-14-[1,3]dithian-2-yl-10,12-dimethoxy-3-(4-methoxy-benzyloxy)-6,8-dimethyl-11-triisopropylsilanyloxy-pentadec-5-enal

There total 8 articles about (E)-(3R,4R,8S,10S,11R,12S,14R)-4-Allyl-14-[1,3]dithian-2-yl-10,12-dimethoxy-3-(4-methoxy-benzyloxy)-6,8-dimethyl-11-triisopropylsilanyloxy-pentadec-5-enal 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: 75.0%

(E)-(3R,4R,8S,10S,11R,12S,14R)-4-Allyl-14-[1,3]dithian-2-yl-10,12-dimethoxy-3-(4-methoxy-benzyloxy)-6,8-dimethyl-11-triisopropylsilanyloxy-pentadec-5-en-1-ol (137298-92-1) → (E)-(3R,4R,8S,10S,11R,12S,14R)-4-Allyl-14-[1,3]dithian-2-yl-10,12-dimethoxy-3-(4-methoxy-benzyloxy)-6,8-dimethyl-11-triisopropylsilanyloxy-pentadec-5-enal (137298-93-2)

Guidance literature:

With methyl magnesium iodide; 1,1'-azodicarbonyl-dipiperidine;

DOI:10.1016/S0040-4039(00)92267-6

Reference yield:

(5S,6R)-6-((1S,3R)-4-Benzyloxy-1-methoxy-3-methyl-butyl)-5-methoxy-tetrahydro-pyran-2-one (128461-50-7) → (E)-(3R,4R,8S,10S,11R,12S,14R)-4-Allyl-14-[1,3]dithian-2-yl-10,12-dimethoxy-3-(4-methoxy-benzyloxy)-6,8-dimethyl-11-triisopropylsilanyloxy-pentadec-5-enal (137298-93-2)

Guidance literature:

Multi-step reaction with 8 steps

1: H₂ / Pd/C

2: Swern

3: BF₃*OEt₂

4: 70 percent / NaN(TMS)2 / tetrahydrofuran / -78 °C

5: 95 percent / LiAlH₄

8: 75 percent / 1,1-(azodicarbonyl)dipiperidine, MeMgI

With lithium aluminium tetrahydride; methyl magnesium iodide; boron trifluoride diethyl etherate; hydrogen; sodium hexamethyldisilazane; 1,1'-azodicarbonyl-dipiperidine; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)92267-6

Reference yield:

(5S,6R)-6-((1S,3R)-4-Hydroxy-1-methoxy-3-methyl-butyl)-5-methoxy-tetrahydro-pyran-2-one → (E)-(3R,4R,8S,10S,11R,12S,14R)-4-Allyl-14-[1,3]dithian-2-yl-10,12-dimethoxy-3-(4-methoxy-benzyloxy)-6,8-dimethyl-11-triisopropylsilanyloxy-pentadec-5-enal (137298-93-2)

Guidance literature:

Multi-step reaction with 7 steps

1: Swern

2: BF₃*OEt₂

3: 70 percent / NaN(TMS)2 / tetrahydrofuran / -78 °C

4: 95 percent / LiAlH₄

7: 75 percent / 1,1-(azodicarbonyl)dipiperidine, MeMgI

With lithium aluminium tetrahydride; methyl magnesium iodide; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)92267-6

upstream raw materials:

(E)-(3R,4R,8S,10S,11R,12S,14R)-4-Allyl-14-[1,3]dithian-2-yl-10,12-dimethoxy-3-(4-methoxy-benzyloxy)-6,8-dimethyl-11-triisopropylsilanyloxy-pentadec-5-en-1-ol

(5S,6R)-6-((1S,3R)-4-Benzyloxy-1-methoxy-3-methyl-butyl)-5-methoxy-tetrahydro-pyran-2-one

(5S,6R)-6-((1S,3R)-3-[1,3]Dithian-2-yl-1-methoxy-butyl)-5-methoxy-tetrahydro-pyran-2-one

(2S,4S,5R,6S,8R)-8-[1,3]Dithian-2-yl-4,6-dimethoxy-2-{(E)-(R)-4-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2-methyl-hepta-2,6-dienyl}-nonane-1,5-diol

Downstream raw materials:

(E)-(2R,3S,5R,6R,10S,12S,13R,14S,16R)-6-Allyl-16-[1,3]dithian-2-yl-12,14-dimethoxy-5-(4-methoxy-benzyloxy)-2,8,10-trimethyl-3,13-bis-triisopropylsilanyloxy-heptadec-7-enal

C₇₄H₁₃₈O₉S₂Si₃

C₇₄H₁₃₈O₉S₂Si₃

(4R,5S)-3-[(E)-(2R,3S,5R,6R,10S,12S,13R,14S,16R)-6-Allyl-16-[1,3]dithian-2-yl-3-hydroxy-12,14-dimethoxy-5-(4-methoxy-benzyloxy)-2,8,10-trimethyl-13-triisopropylsilanyloxy-heptadec-7-enoyl]-4-methyl-5-phenyl-oxazolidin-2-one

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