2,2-Dimethyl-propionic acid (2S,3S)-3-hydroxymethyl-2-(4-methoxy-benzyloxy)-5-[(3S,5R)-3-methoxymethoxy-5-((R)-1-phenoxy-prop-2-ynyl)-5-triethylsilanyloxy-cyclopent-1-enyl]-3-triethylsilanyloxy-pent-4-ynyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (2S,3S)-3-hydroxymethyl-2-(4-methoxy-benzyloxy)-5-[(3S,5R)-3-methoxymethoxy-5-((R)-1-phenoxy-prop-2-ynyl)-5-triethylsilanyloxy-cyclopent-1-enyl]-3-triethylsilanyloxy-pent-4-ynyl ester
• CAS No.: 791072-94-1
• Molecular Formula: C₄₇H₇₀O₁₀Si₂
• Molecular Weight: 851.238
• Mol file: 791072-94-1.mol

Synonyms:2,2-Dimethyl-propionic acid (2S,3S)-3-hydroxymethyl-2-(4-methoxy-benzyloxy)-5-[(3S,5R)-3-methoxymethoxy-5-((R)-1-phenoxy-prop-2-ynyl)-5-triethylsilanyloxy-cyclopent-1-enyl]-3-triethylsilanyloxy-pent-4-ynyl ester

Chemical Property of 2,2-Dimethyl-propionic acid (2S,3S)-3-hydroxymethyl-2-(4-methoxy-benzyloxy)-5-[(3S,5R)-3-methoxymethoxy-5-((R)-1-phenoxy-prop-2-ynyl)-5-triethylsilanyloxy-cyclopent-1-enyl]-3-triethylsilanyloxy-pent-4-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (2S,3S)-3-hydroxymethyl-2-(4-methoxy-benzyloxy)-5-[(3S,5R)-3-methoxymethoxy-5-((R)-1-phenoxy-prop-2-ynyl)-5-triethylsilanyloxy-cyclopent-1-enyl]-3-triethylsilanyloxy-pent-4-ynyl ester

There total 7 articles about 2,2-Dimethyl-propionic acid (2S,3S)-3-hydroxymethyl-2-(4-methoxy-benzyloxy)-5-[(3S,5R)-3-methoxymethoxy-5-((R)-1-phenoxy-prop-2-ynyl)-5-triethylsilanyloxy-cyclopent-1-enyl]-3-triethylsilanyloxy-pent-4-ynyl 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: 88.0%

2,2-Dimethyl-propionic acid (2S,3S)-3-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(4-methoxy-benzyloxy)-5-[(3S,5R)-3-methoxymethoxy-5-((R)-1-phenoxy-prop-2-ynyl)-5-triethylsilanyloxy-cyclopent-1-enyl]-3-triethylsilanyloxy-pent-4-ynyl ester (791072-93-0) → 2,2-Dimethyl-propionic acid (2S,3S)-3-hydroxymethyl-2-(4-methoxy-benzyloxy)-5-[(3S,5R)-3-methoxymethoxy-5-((R)-1-phenoxy-prop-2-ynyl)-5-triethylsilanyloxy-cyclopent-1-enyl]-3-triethylsilanyloxy-pent-4-ynyl ester (791072-94-1)

Guidance literature:

With zinc dibromide; In dichloromethane; at 20 ℃; for 2.5h;

DOI:10.1021/ol048494i

Reference yield:

(2S,3S,6S)-2-Ethynyl-4-iodo-6-methoxymethoxy-1-oxa-spiro[2.4]hept-4-ene (791072-89-4) → 2,2-Dimethyl-propionic acid (2S,3S)-3-hydroxymethyl-2-(4-methoxy-benzyloxy)-5-[(3S,5R)-3-methoxymethoxy-5-((R)-1-phenoxy-prop-2-ynyl)-5-triethylsilanyloxy-cyclopent-1-enyl]-3-triethylsilanyloxy-pent-4-ynyl ester (791072-94-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 83 percent / CsF / dimethylformamide / 4 h / 80 °C

2: imidazole / dimethylformamide / 1.17 h / 50 °C

3: 1.45 g / HN(TMS)2; n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

4: iPr₂NEt; CuI / Pd₂(dba)3*CHCl₃ / dimethylformamide / 1 h / 20 °C

5: 1.79 g / TBAF / tetrahydrofuran / 1 h / -60 °C

6: 88 percent / ZnBr₂ / CH₂Cl₂ / 2.5 h / 20 °C

With 1H-imidazole; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; cesium fluoride; 1,1,1,3,3,3-hexamethyl-disilazane; zinc dibromide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 4: Sonogashira coupling;

DOI:10.1021/ol048494i

Reference yield:

(1S,4S)-2-Iodo-4-methoxymethoxy-1-((R)-1-phenoxy-prop-2-ynyl)-cyclopent-2-enol (791072-90-7) → 2,2-Dimethyl-propionic acid (2S,3S)-3-hydroxymethyl-2-(4-methoxy-benzyloxy)-5-[(3S,5R)-3-methoxymethoxy-5-((R)-1-phenoxy-prop-2-ynyl)-5-triethylsilanyloxy-cyclopent-1-enyl]-3-triethylsilanyloxy-pent-4-ynyl ester (791072-94-1)

Guidance literature:

Multi-step reaction with 5 steps

1: imidazole / dimethylformamide / 1.17 h / 50 °C

2: 1.45 g / HN(TMS)2; n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3: iPr₂NEt; CuI / Pd₂(dba)3*CHCl₃ / dimethylformamide / 1 h / 20 °C

4: 1.79 g / TBAF / tetrahydrofuran / 1 h / -60 °C

5: 88 percent / ZnBr₂ / CH₂Cl₂ / 2.5 h / 20 °C

With 1H-imidazole; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; zinc dibromide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 3: Sonogashira coupling;

DOI:10.1021/ol048494i

upstream raw materials:

2,2-Dimethyl-propionic acid (2S,3S)-3-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(4-methoxy-benzyloxy)-5-[(3S,5R)-3-methoxymethoxy-5-((R)-1-phenoxy-prop-2-ynyl)-5-triethylsilanyloxy-cyclopent-1-enyl]-3-triethylsilanyloxy-pent-4-ynyl ester

(2S,3S,6S)-2-Ethynyl-4-iodo-6-methoxymethoxy-1-oxa-spiro[2.4]hept-4-ene

(1S,4S)-2-Iodo-4-methoxymethoxy-1-((R)-1-phenoxy-prop-2-ynyl)-cyclopent-2-enol

[(R)-1-((1S,4S)-2-Iodo-4-methoxymethoxy-1-triethylsilanyloxy-cyclopent-2-enyl)-3-trimethylsilanyl-prop-2-ynyloxy]-benzene

Downstream raw materials:

2,2-Dimethyl-propionic acid (2S,3R)-3-formyl-2-(4-methoxy-benzyloxy)-5-[(3S,5R)-3-methoxymethoxy-5-((R)-1-phenoxy-prop-2-ynyl)-5-triethylsilanyloxy-cyclopent-1-enyl]-3-triethylsilanyloxy-pent-4-ynyl ester

C₃₉H₄₆O₆Si

2,2-Dimethyl-propionic acid (S)-2-(4-methoxy-benzyloxy)-2-((4S,6R,9R,10R)-9-phenoxy-10-triethylsilanyloxy-5-oxa-tricyclo[8.3.0.0^4,6]trideca-1⁽¹³⁾,11-diene-2,7-diyn-4-yl)-ethyl ester

2,2-Dimethyl-propionic acid (S)-2-((4S,6R,9R,10R,12S)-12-hydroxy-9-phenoxy-10-triethylsilanyloxy-5-oxa-tricyclo[8.3.0.0^4,6]tridec-1⁽¹³⁾-ene-2,7-diyn-4-yl)-2-(4-methoxy-benzyloxy)-ethyl ester