C₂₉H₃₉NO₄Si

Base Information

• Chemical Name: C₂₉H₃₉NO₄Si
• CAS No.: 186809-23-4
• Molecular Formula: C₂₉H₃₉NO₄Si
• Molecular Weight: 493.718
• Mol file: 186809-23-4.mol

Synonyms:C₂₉H₃₉NO₄Si

Chemical Property of C₂₉H₃₉NO₄Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₉H₃₉NO₄Si

There total 22 articles about C₂₉H₃₉NO₄Si 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: 74.0%

[(1S,2S,4R,5S)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-cyclohexyl]-(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-amine (186809-22-3) → C29H39NO4Si (186809-23-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; TEA; benzyltrimethylammonium chloride; In acetonitrile; at 120 ℃;

DOI:10.1021/ja963900h

Reference yield:

Acetic acid (1S,3R,4S)-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-cyano-1-ethynyl-pentyl ester (186809-16-5) → C29H39NO4Si (186809-23-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium / tetrahydrofuran / 0 - 20 °C

1.2: CuCN / tetrahydrofuran / 0.5 h / 0 °C

1.3: 84 percent / tetrahydrofuran / -96 - -90 °C

2.1: 78 percent / diisobutylaluminum hydride / toluene; hexane / -78 - 0 °C

3.1: 1,3,5-trimethyl-benzene / Heating

4.1: tetrabutylammonium fluoride / tetrahydrofuran; 1,3,5-trimethyl-benzene / 1 h / 0 °C

5.1: 93 percent / H₂; quinoline / Lindlar catalyst / methanol / 19 h / 20 °C

6.1: 74 percent / trimethylbenzylammonium chloride; triethylamine / P(PPh₃)4 / acetonitrile / 48 h / 120 °C

With quinoline; tetrabutyl ammonium fluoride; hydrogen; benzyltrimethylammonium chloride; lithium; diisobutylaluminium hydride; triethylamine; Lindlar's catalyst; P(PPh₃)4; In tetrahydrofuran; methanol; hexane; toluene; acetonitrile; 1,3,5-trimethyl-benzene; 1.1: Metallation / 1.2: transmetalation / 1.3: silacupration / 2.1: Reduction / 3.1: imino ene cyclization / 4.1: desylilation / 5.1: Reduction / 6.1: Heck cyclization;

DOI:10.1021/ja970839n

Reference yield:

(3S,4R)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(dimethyl-phenyl-silanyl)-octa-6,7-dienal → C29H39NO4Si (186809-23-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,3,5-trimethyl-benzene / Heating

2: tetrabutylammonium fluoride / tetrahydrofuran; 1,3,5-trimethyl-benzene / 1 h / 0 °C

3: 93 percent / H₂; quinoline / Lindlar catalyst / methanol / 19 h / 20 °C

4: 74 percent / trimethylbenzylammonium chloride; triethylamine / P(PPh₃)4 / acetonitrile / 48 h / 120 °C

With quinoline; tetrabutyl ammonium fluoride; hydrogen; benzyltrimethylammonium chloride; triethylamine; Lindlar's catalyst; P(PPh₃)4; In tetrahydrofuran; methanol; acetonitrile; 1,3,5-trimethyl-benzene; 1: imino ene cyclization / 2: desylilation / 3: Reduction / 4: Heck cyclization;

DOI:10.1021/ja970839n

upstream raw materials:

[(1S,2S,4R,5S)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-cyclohexyl]-(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-amine

6-bromopiperonyl alcohol

5-bromo-6-(iodomethyl)benzo[d][1,3]dioxole

Acetic acid (1S,3R,4S)-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-cyano-1-ethynyl-pentyl ester

Downstream raw materials:

C₃₆H₄₇NO₇SSi

C₂₉H₄₁NO₅Si

C₃₆H₄₅NO₇SSi

C₃₆H₄₅NO₆SSi