(2S,3R)-3-((tert-butyldimethylsilyl)oxy)-1-((6R)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-2-methyl-3-phenylpropan-1-one

Base Information

• Chemical Name: (2S,3R)-3-((tert-butyldimethylsilyl)oxy)-1-((6R)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-2-methyl-3-phenylpropan-1-one
• CAS No.: 125665-10-3
• Molecular Formula: C₂₆H₄₁NO₄SSi
• Molecular Weight: 491.767

Synonyms:

Chemical Property of (2S,3R)-3-((tert-butyldimethylsilyl)oxy)-1-((6R)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-2-methyl-3-phenylpropan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (2S,3R)-3-((tert-butyldimethylsilyl)oxy)-1-((6R)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-2-methyl-3-phenylpropan-1-one

There total 7 articles about (2S,3R)-3-((tert-butyldimethylsilyl)oxy)-1-((6R)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-2-methyl-3-phenylpropan-1-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: 92.0%

t-butyldimethylsiyl triflate (69739-34-0) + (2S,3R)-1-((6R)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-3-hydroxy-2-methyl-3-phenylpropan-1-one (125760-70-5) → (2S,3R)-3-((tert-butyldimethylsilyl)oxy)-1-((6R)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-2-methyl-3-phenylpropan-1-one (125665-10-3,125760-75-0,125760-79-4,125760-84-1)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.molstruc.2018.12.107

Reference yield: 89.0%

t-butyldimethylsiyl triflate (69739-34-0) + N-propionyl-(2R)-bornane-(10,2)-sultam (125664-95-1) + benzaldehyde (100-52-7) → (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-methyl-3-phenyl-propan-1-one (125665-10-3,125760-75-0,125760-79-4,125760-84-1) + (2S,3R)-3-((tert-butyldimethylsilyl)oxy)-1-((6R)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-2-methyl-3-phenylpropan-1-one (125665-10-3,125760-75-0,125760-79-4,125760-84-1)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)71218-4

Reference yield: 89.0%

t-butyldimethylsiyl triflate (69739-34-0) + N-propionyl-(2R)-bornane-(10,2)-sultam (125664-95-1) + benzaldehyde (100-52-7) → (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-methyl-3-phenyl-propan-1-one (125665-10-3,125760-75-0,125760-79-4,125760-84-1) + (2S,3R)-3-((tert-butyldimethylsilyl)oxy)-1-((6R)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-2-methyl-3-phenylpropan-1-one (125665-10-3,125760-75-0,125760-79-4,125760-84-1)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)71218-4

upstream raw materials:

t-butyldimethylsiyl triflate

N-propionyl-(2R)-bornane-(10,2)-sultam

benzaldehyde

(1S,5R,7R)-4-[(Z)-1-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-10,10-dimethyl-3-thia-4-aza-tricyclo[5.2.1.0^1,5]decane 3,3-dioxide

Downstream raw materials:

(2S,3R)-1-((6R)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-3-hydroxy-2-methyl-3-phenylpropan-1-one

(2S,3R)-methyl 3-hydroxy-2-methyl-3-phenylpropionate

(1R,2R)-2-methyl-1-phenylbut-3-en-1-ol

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