(E)-(4R,5R,6S)-6-(4-Methoxy-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-trien-7-yl)-6-(2-methoxy-ethoxymethoxy)-2,4-dimethyl-1-phenylsulfanyl-5-trimethylsilanyloxy-hex-1-en-3-one

Base Information

• Chemical Name: (E)-(4R,5R,6S)-6-(4-Methoxy-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-trien-7-yl)-6-(2-methoxy-ethoxymethoxy)-2,4-dimethyl-1-phenylsulfanyl-5-trimethylsilanyloxy-hex-1-en-3-one
• CAS No.: 90357-85-0
• Molecular Formula: C₃₀H₄₂O₆SSi
• Molecular Weight: 558.811

Synonyms:

Chemical Property of (E)-(4R,5R,6S)-6-(4-Methoxy-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-trien-7-yl)-6-(2-methoxy-ethoxymethoxy)-2,4-dimethyl-1-phenylsulfanyl-5-trimethylsilanyloxy-hex-1-en-3-one

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (E)-(4R,5R,6S)-6-(4-Methoxy-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-trien-7-yl)-6-(2-methoxy-ethoxymethoxy)-2,4-dimethyl-1-phenylsulfanyl-5-trimethylsilanyloxy-hex-1-en-3-one

There total 3 articles about (E)-(4R,5R,6S)-6-(4-Methoxy-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-trien-7-yl)-6-(2-methoxy-ethoxymethoxy)-2,4-dimethyl-1-phenylsulfanyl-5-trimethylsilanyloxy-hex-1-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: 78.0%

chloro-trimethyl-silane (75-77-4) + (E)-(4R,5R,6S)-5-Hydroxy-6-(4-methoxy-bicyclo[4.2.0]octa-1(6),2,4-trien-7-yl)-6-(2-methoxy-ethoxymethoxy)-2,4-dimethyl-1-phenylsulfanyl-hex-1-en-3-one (90357-84-9) → (E)-(4R,5R,6S)-6-(4-Methoxy-bicyclo[4.2.0]octa-1(6),2,4-trien-7-yl)-6-(2-methoxy-ethoxymethoxy)-2,4-dimethyl-1-phenylsulfanyl-5-trimethylsilanyloxy-hex-1-en-3-one (90357-85-0)

Guidance literature:

With triethylamine;

Reference yield:

1-cyano-5-methoxybenzocyclobutane (1199-31-1) → (E)-(4R,5R,6S)-6-(4-Methoxy-bicyclo[4.2.0]octa-1(6),2,4-trien-7-yl)-6-(2-methoxy-ethoxymethoxy)-2,4-dimethyl-1-phenylsulfanyl-5-trimethylsilanyloxy-hex-1-en-3-one (90357-85-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaNH₂; 2.) Na / 1.) liq. NH₃

2: 1.) iPr₂NEt; 2.) O₃, Me₂S

3: 76 percent / (TMS)2NLi

4: 78 percent / Et₃N

With dimethylsulfide; sodium; ozone; sodium amide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane;

Reference yield:

(4-Methoxy-bicyclo[4.2.0]octa-1(6),2,4-trien-7-yl)-(2-methoxy-ethoxymethoxy)-acetaldehyde (90357-80-5) → (E)-(4R,5R,6S)-6-(4-Methoxy-bicyclo[4.2.0]octa-1(6),2,4-trien-7-yl)-6-(2-methoxy-ethoxymethoxy)-2,4-dimethyl-1-phenylsulfanyl-5-trimethylsilanyloxy-hex-1-en-3-one (90357-85-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / (TMS)2NLi

2: 78 percent / Et₃N

With triethylamine; lithium hexamethyldisilazane;

upstream raw materials:

chloro-trimethyl-silane

(E)-(4R,5R,6S)-5-Hydroxy-6-(4-methoxy-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-trien-7-yl)-6-(2-methoxy-ethoxymethoxy)-2,4-dimethyl-1-phenylsulfanyl-hex-1-en-3-one

1-cyano-5-methoxybenzocyclobutane

(4-Methoxy-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-trien-7-yl)-(2-methoxy-ethoxymethoxy)-acetaldehyde

Downstream raw materials:

(2S,3S,4R,4aS,10S,10aR)-6-Methoxy-4-(2-methoxy-ethoxymethoxy)-2,10a-dimethyl-10-phenylsulfanyl-3-trimethylsilanyloxy-3,4,4a,9,10,10a-hexahydro-2H-phenanthren-1-one

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