Acetic acid (5E,9E)-(1S,2R,3S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-7,14-dimethyl-13-methylene-3-methylsulfanyl-18-oxo-6-trimethylsilanyloxy-17-aza-tricyclo[9.7.0.0^1,15]octadeca-5,9-dien-2-yl ester

Base Information

• Chemical Name: Acetic acid (5E,9E)-(1S,2R,3S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-7,14-dimethyl-13-methylene-3-methylsulfanyl-18-oxo-6-trimethylsilanyloxy-17-aza-tricyclo[9.7.0.0^1,15]octadeca-5,9-dien-2-yl ester
• CAS No.: 127354-79-4
• Molecular Formula: C₄₁H₆₃NO₆SSi₂
• Molecular Weight: 754.191

Synonyms:Acetic acid (5E,9E)-(1S,2R,3S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-7,14-dimethyl-13-methylene-3-methylsulfanyl-18-oxo-6-trimethylsilanyloxy-17-aza-tricyclo[9.7.0.0^1,15]octadeca-5,9-dien-2-yl ester

Chemical Property of Acetic acid (5E,9E)-(1S,2R,3S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-7,14-dimethyl-13-methylene-3-methylsulfanyl-18-oxo-6-trimethylsilanyloxy-17-aza-tricyclo[9.7.0.0^1,15]octadeca-5,9-dien-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (5E,9E)-(1S,2R,3S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-7,14-dimethyl-13-methylene-3-methylsulfanyl-18-oxo-6-trimethylsilanyloxy-17-aza-tricyclo[9.7.0.0^1,15]octadeca-5,9-dien-2-yl ester

There total 5 articles about Acetic acid (5E,9E)-(1S,2R,3S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-7,14-dimethyl-13-methylene-3-methylsulfanyl-18-oxo-6-trimethylsilanyloxy-17-aza-tricyclo[9.7.0.0^1,15]octadeca-5,9-dien-2-yl ester 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:

chloro-trimethyl-silane (75-77-4) + Acetic acid (E)-(1S,2S,3S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-7,14-dimethyl-13-methylene-3-methylsulfanyl-6,18-dioxo-17-aza-tricyclo[9.7.0.01,15]octadec-9-en-2-yl ester (127354-78-3) → Acetic acid (5E,9E)-(1S,2R,3S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-7,14-dimethyl-13-methylene-3-methylsulfanyl-18-oxo-6-trimethylsilanyloxy-17-aza-tricyclo[9.7.0.01,15]octadeca-5,9-dien-2-yl ester (127354-79-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 70 - 75 ℃; for 12h;

DOI:10.1021/ja00167a037

Reference yield:

Acetic acid (E)-(1S,2R,3S,7R,11S,14R,15S,16R)-17-acetyl-16-benzyl-12-hydroxy-7,14-dimethyl-13-methylene-3-methylsulfanyl-6,18-dioxo-17-aza-tricyclo[9.7.0.01,15]octadec-9-en-2-yl ester (127354-77-2) → Acetic acid (5E,9E)-(1S,2R,3S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-7,14-dimethyl-13-methylene-3-methylsulfanyl-18-oxo-6-trimethylsilanyloxy-17-aza-tricyclo[9.7.0.01,15]octadeca-5,9-dien-2-yl ester (127354-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole, DMAP / dimethylformamide / 16 h / Ambient temperature

2: DBU / acetonitrile / 12 h / 70 - 75 °C

With 1H-imidazole; dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja00167a037

Reference yield:

Acetic acid (E)-(1R,2R,3S,7R,11R,14R,15S,16R)-17-acetyl-16-benzyl-7,14-dimethyl-3-methylsulfanyl-6,18-dioxo-13-phenylselanylmethyl-17-aza-tricyclo[9.7.0.01,15]octadeca-9,12-dien-2-yl ester (127354-76-1) → Acetic acid (5E,9E)-(1S,2R,3S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-7,14-dimethyl-13-methylene-3-methylsulfanyl-18-oxo-6-trimethylsilanyloxy-17-aza-tricyclo[9.7.0.01,15]octadeca-5,9-dien-2-yl ester (127354-79-4)

Guidance literature:

Multi-step reaction with 3 steps

1: buffer solution pH 7, NaIO₄ / dioxane; H₂O / 1.17 h / Ambient temperature

2: imidazole, DMAP / dimethylformamide / 16 h / Ambient temperature

3: DBU / acetonitrile / 12 h / 70 - 75 °C

With 1H-imidazole; dmap; sodium periodate; buffer solution pH 7; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja00167a037

upstream raw materials:

chloro-trimethyl-silane

Acetic acid (E)-(1S,2S,3S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-7,14-dimethyl-13-methylene-3-methylsulfanyl-6,18-dioxo-17-aza-tricyclo[9.7.0.0^1,15]octadec-9-en-2-yl ester

Acetic acid (E)-(1S,2R,3S,7R,11S,14R,15S,16R)-17-acetyl-16-benzyl-12-hydroxy-7,14-dimethyl-13-methylene-3-methylsulfanyl-6,18-dioxo-17-aza-tricyclo[9.7.0.0^1,15]octadec-9-en-2-yl ester

Acetic acid (E)-(1R,2R,3S,7R,11R,14R,15S,16R)-17-acetyl-16-benzyl-7,14-dimethyl-3-methylsulfanyl-6,18-dioxo-13-phenylselanylmethyl-17-aza-tricyclo[9.7.0.0^1,15]octadeca-9,12-dien-2-yl ester

Downstream raw materials:

Acetic acid (4E,9E)-(1S,2R,3R,7S,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-3-methanesulfinyl-7,14-dimethyl-13-methylene-6,18-dioxo-17-aza-tricyclo[9.7.0.0^1,15]octadeca-4,9-dien-2-yl ester

Acetic acid (4Z,9E)-(1S,2R,3S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-3-methanesulfinyl-7,14-dimethyl-13-methylene-6,18-dioxo-17-aza-tricyclo[9.7.0.0^1,15]octadeca-4,9-dien-2-yl ester

Acetic acid (3E,9E)-(1S,2S,5S,7R,11S,12R,14R,15S,16R)-17-acetyl-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-7,14-dimethyl-13-methylene-6,18-dioxo-17-aza-tricyclo[9.7.0.0^1,15]octadeca-3,9-dien-2-yl ester

Acetic acid (3E,9E)-(1R,2R,5R,7S,11R,12S,14S,15R,16S)-16-benzyl-12-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-7,14-dimethyl-13-methylene-6,18-dioxo-17-aza-tricyclo[9.7.0.0^1,15]octadeca-3,9-dien-2-yl ester

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