(S)-2-{(4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-7-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-5-hydroxy-2-methyl-dec-9-en-3-one

Base Information

• Chemical Name: (S)-2-{(4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-7-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-5-hydroxy-2-methyl-dec-9-en-3-one
• CAS No.: 130199-43-8
• Molecular Formula: C₅₃H₇₂O₆Si₂
• Molecular Weight: 861.322

Synonyms:

Chemical Property of (S)-2-{(4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-7-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-5-hydroxy-2-methyl-dec-9-en-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{(4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-7-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-5-hydroxy-2-methyl-dec-9-en-3-one

There total 1 articles about (S)-2-{(4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-7-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-5-hydroxy-2-methyl-dec-9-en-3-one 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:

3-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-hex-5-enal (121353-15-9) + 3-{(4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3-methyl-butan-2-one (127861-24-9) → (R)-2-{(4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-7-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-5-hydroxy-2-methyl-dec-9-en-3-one + (S)-2-{(4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-7-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-5-hydroxy-2-methyl-dec-9-en-3-one (130199-43-8,130272-87-6)

Guidance literature:

With (2R,5R)-dimethylborolanyltriflate (4R); N-ethyl-N,N-diisopropylamine; Product distribution; multistep reaction; the stereochemical outcome of aldol reactions involving different chiral reagents;

DOI:10.1016/S0040-4039(00)70696-4

Reference yield: 84.0%

(S)-2-{(4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-7-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-5-hydroxy-2-methyl-dec-9-en-3-one (130199-43-8,130272-87-6) + trimethyl orthoformate (149-73-5) → (2S,4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-{(S)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-2-hydroxy-hept-6-enyl}-2-methoxy-3,3-dimethyl-tetrahydro-pyran-4-ol (130199-44-9)

Guidance literature:

With methanol; pyridinium p-toluenesulfonate;

DOI:10.1021/ja00176a058

Reference yield:

(S)-2-{(4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-7-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-5-hydroxy-2-methyl-dec-9-en-3-one (130199-43-8,130272-87-6) → Acetic acid (2S,4S,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-{(2S,6R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-6-formyl-tetrahydro-pyran-2-ylmethyl}-2-methoxy-3,3-dimethyl-tetrahydro-pyran-4-yl ester (130199-46-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / pyridinium p-toluenesulfonate (PPTS), MeOH

3: Al₂O₃ (3percent H₂O) / CH₂Cl₂

With methanol; aluminum oxide; pyridinium p-toluenesulfonate; In dichloromethane;

DOI:10.1021/ja00176a058

upstream raw materials:

3-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-hex-5-enal

3-{(4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3-methyl-butan-2-one

Downstream raw materials:

(2S,4S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-{(S)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-2-hydroxy-hept-6-enyl}-2-methoxy-3,3-dimethyl-tetrahydro-pyran-4-ol

Acetic acid (2S,4S,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-{(S)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-6-formyl-tetrahydro-pyran-2-ylmethyl}-2-methoxy-3,3-dimethyl-tetrahydro-pyran-4-yl ester

Acetic acid (2S,4S,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-{(2S,6R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-6-formyl-tetrahydro-pyran-2-ylmethyl}-2-methoxy-3,3-dimethyl-tetrahydro-pyran-4-yl ester

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