(3S)-5-[3-(2-acetoxy-ethyl)-6,7-dimethoxy-1H-indol-2-yl]-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-dimethoxymethyl-pent-4-ynoic acid ethyl ester

Base Information

• Chemical Name: (3S)-5-[3-(2-acetoxy-ethyl)-6,7-dimethoxy-1H-indol-2-yl]-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-dimethoxymethyl-pent-4-ynoic acid ethyl ester
• CAS No.: 545362-99-0
• Molecular Formula: C₄₃H₅₅NO₉Si
• Molecular Weight: 757.996

Synonyms:(3S)-5-[3-(2-acetoxy-ethyl)-6,7-dimethoxy-1H-indol-2-yl]-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-dimethoxymethyl-pent-4-ynoic acid ethyl ester

Chemical Property of (3S)-5-[3-(2-acetoxy-ethyl)-6,7-dimethoxy-1H-indol-2-yl]-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-dimethoxymethyl-pent-4-ynoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-5-[3-(2-acetoxy-ethyl)-6,7-dimethoxy-1H-indol-2-yl]-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-dimethoxymethyl-pent-4-ynoic acid ethyl ester

There total 10 articles about (3S)-5-[3-(2-acetoxy-ethyl)-6,7-dimethoxy-1H-indol-2-yl]-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-dimethoxymethyl-pent-4-ynoic acid ethyl 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: 78.0%

acetic acid 2-(2-iodo-6,7-dimethoxy-1H-indole030yl)-ethyl ester (545362-97-8) + (3S)-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-dimethoxymethyl-pent-4-ynoic acid ethyl ester (545362-88-7) → (3S)-5-[3-(2-acetoxy-ethyl)-6,7-dimethoxy-1H-indol-2-yl]-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-dimethoxymethyl-pent-4-ynoic acid ethyl ester (545362-99-0)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; at 70 ℃; for 2h;

DOI:10.1016/j.tet.2003.09.005

Reference yield:

2-nitroveratraldehyde (55149-84-3) → (3S)-5-[3-(2-acetoxy-ethyl)-6,7-dimethoxy-1H-indol-2-yl]-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-dimethoxymethyl-pent-4-ynoic acid ethyl ester (545362-99-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 80.5 percent / n-Bu₄N⁽¹⁺⁾*I^(1-); NaOH / H₂O; CH₂Cl₂ / 0.42 h / 5 °C

2.1: Zn; AcOH / CH₂Cl₂ / 10 - 20 °C

3.1: Ac₂O / CH₂Cl₂ / 0.17 h / 5 °C

4.1: 63.3 percent / pyridine; phosphopus oxychloride / CH₂Cl₂ / 1.17 h / 5 °C

5.1: Bu₃SnH; AIBN / acetonitrile / 1.5 h / Heating

5.2: 84.6 percent / I₂ / acetonitrile / 1 h / 20 °C

6.1: 12.5 g / DIBAL / toluene / 0.83 h / 5 °C

7.1: 85.3 percent / pyridine / 0.5 h

8.1: 78 percent / triethylamine; Pd(PPh₃)4; CuI / 2 h / 70 °C

With pyridine; sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; acetic anhydride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; acetic acid; triethylamine; zinc; trichlorophosphate; In dichloromethane; water; toluene; acetonitrile; 1.1: Wittig olefination / 8.1: Sonogashira coupling;

DOI:10.1021/ol034445e

Reference yield:

(3S)-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-hydroxymethyl-pent-4-ynoic acid ethyl ester (545363-22-2) → (3S)-5-[3-(2-acetoxy-ethyl)-6,7-dimethoxy-1H-indol-2-yl]-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-dimethoxymethyl-pent-4-ynoic acid ethyl ester (545362-99-0)

Guidance literature:

Multi-step reaction with 3 steps

1: DMSO; (COCl)2; triethylamine / CH₂Cl₂ / -78 - 20 °C

2: 2.35 g / camphorsulfonic acid / methanol / 0.5 h / 20 °C

3: 78 percent / triethylamine; Pd(PPh₃)4; CuI / 2 h / 70 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; camphor-10-sulfonic acid; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane; 1: Swern oxidation / 3: Sonogashira coupling;

DOI:10.1021/ol034445e

upstream raw materials:

acetic acid 2-(2-iodo-6,7-dimethoxy-1H-indole030yl)-ethyl ester

(3S)-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-dimethoxymethyl-pent-4-ynoic acid ethyl ester

2-nitroveratraldehyde

3-(3,4-dimethoxy-2-isocyano-phenyl)-acrylic acid ethyl ester

Downstream raw materials:

(3'S)-3-(2-acetoxy-ethyl)-2-[6'-(tert-butyldiphenyl-silanyloxy)-3'-dimethoxymethyl-3'-ethoxycarbonylmethyl-hex-1'-ynyl]-6,7-dimethoxyindole-1-carboxylic acid tert-butyl ester

(11S)-(12Z)-11-ethoxycarbonylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11-hexahydro-5H-7,14-diaza-cycloundeca[a]indene-14-carboxylic acid tert-butyl ester

(11S)-(12Z)-11-dimethoxymethyl-11-ethoxycarbonylmethyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11-hexahydro-5H-7,14-diaza-cycloundeca[a]indene-14-carboxylic acid tert-butyl ester

(1'Z)-(3'S)-2-(3'-dimethoxymethyl-3'-ethoxycarbonylmethyl-6'-hydroxy-hex-1'-enyl)-6,7-dimethoxy-3-[2-(2-nitro-benzenesulfonylamino)-ethyl]-indole-1-carboxylic acid tert-butyl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 545362-99-0 (3S)-5-[3-(2-acetoxy-ethyl)-6,7-dimethoxy-1H-indol-2-yl]-3-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-dimethoxymethyl-pent-4-ynoic acid ethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send