2,2-Dimethyl-propionic acid (Z)-5-((3aS,6aR)-3a-{(R)-1-[2-chloro-6-methoxy-3-(2-methoxycarbonyl-ethyl)-phenoxy]-prop-2-ynyl}-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3-(4-methoxy-benzyloxymethyl)-pent-2-en-4-ynyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (Z)-5-((3aS,6aR)-3a-{(R)-1-[2-chloro-6-methoxy-3-(2-methoxycarbonyl-ethyl)-phenoxy]-prop-2-ynyl}-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3-(4-methoxy-benzyloxymethyl)-pent-2-en-4-ynyl ester
• CAS No.: 800374-65-6
• Molecular Formula: C₄₁H₄₇ClO₁₀
• Molecular Weight: 735.271
• Mol file: 800374-65-6.mol

Synonyms:2,2-Dimethyl-propionic acid (Z)-5-((3aS,6aR)-3a-{(R)-1-[2-chloro-6-methoxy-3-(2-methoxycarbonyl-ethyl)-phenoxy]-prop-2-ynyl}-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3-(4-methoxy-benzyloxymethyl)-pent-2-en-4-ynyl ester

Chemical Property of 2,2-Dimethyl-propionic acid (Z)-5-((3aS,6aR)-3a-{(R)-1-[2-chloro-6-methoxy-3-(2-methoxycarbonyl-ethyl)-phenoxy]-prop-2-ynyl}-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3-(4-methoxy-benzyloxymethyl)-pent-2-en-4-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (Z)-5-((3aS,6aR)-3a-{(R)-1-[2-chloro-6-methoxy-3-(2-methoxycarbonyl-ethyl)-phenoxy]-prop-2-ynyl}-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3-(4-methoxy-benzyloxymethyl)-pent-2-en-4-ynyl ester

There total 4 articles about 2,2-Dimethyl-propionic acid (Z)-5-((3aS,6aR)-3a-{(R)-1-[2-chloro-6-methoxy-3-(2-methoxycarbonyl-ethyl)-phenoxy]-prop-2-ynyl}-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3-(4-methoxy-benzyloxymethyl)-pent-2-en-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: 90.0%

2,2-dimethoxy-propane (77-76-9) + 2,2-Dimethyl-propionic acid (Z)-5-((4R,5S)-5-{(R)-1-[2-chloro-6-methoxy-3-(2-methoxycarbonyl-ethyl)-phenoxy]-prop-2-ynyl}-4,5-dihydroxy-cyclopent-1-enyl)-3-(4-methoxy-benzyloxymethyl)-pent-2-en-4-ynyl ester (800374-64-5) → 2,2-Dimethyl-propionic acid (Z)-5-((3aS,6aR)-3a-{(R)-1-[2-chloro-6-methoxy-3-(2-methoxycarbonyl-ethyl)-phenoxy]-prop-2-ynyl}-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3-(4-methoxy-benzyloxymethyl)-pent-2-en-4-ynyl ester (800374-65-6)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 1h;

DOI:10.1055/s-2004-831314

Reference yield:

3-[3-(tert-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-phenyl]-acrylic acid methyl ester → 2,2-Dimethyl-propionic acid (Z)-5-((3aS,6aR)-3a-{(R)-1-[2-chloro-6-methoxy-3-(2-methoxycarbonyl-ethyl)-phenoxy]-prop-2-ynyl}-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3-(4-methoxy-benzyloxymethyl)-pent-2-en-4-ynyl ester (800374-65-6)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd/C / ethyl acetate / 10 h

2: TBAF / tetrahydrofuran / 0.5 h

3: 55 percent / CsF / dimethylformamide / 10 h / 60 °C

4: 90 percent / p-TsOH / 1 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; toluene-4-sulfonic acid; cesium fluoride; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1055/s-2004-831314

Reference yield:

3-(2-chloro-3-hydroxy-4-methoxy-phenyl)-propionic acid methyl ester (800374-56-5) → 2,2-Dimethyl-propionic acid (Z)-5-((3aS,6aR)-3a-{(R)-1-[2-chloro-6-methoxy-3-(2-methoxycarbonyl-ethyl)-phenoxy]-prop-2-ynyl}-2,2-dimethyl-6,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3-(4-methoxy-benzyloxymethyl)-pent-2-en-4-ynyl ester (800374-65-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / CsF / dimethylformamide / 10 h / 60 °C

2: 90 percent / p-TsOH / 1 h / 20 °C

With toluene-4-sulfonic acid; cesium fluoride; In N,N-dimethyl-formamide;

DOI:10.1055/s-2004-831314

upstream raw materials:

2,2-dimethoxy-propane

2,2-Dimethyl-propionic acid (Z)-5-((4R,5S)-5-{(R)-1-[2-chloro-6-methoxy-3-(2-methoxycarbonyl-ethyl)-phenoxy]-prop-2-ynyl}-4,5-dihydroxy-cyclopent-1-enyl)-3-(4-methoxy-benzyloxymethyl)-pent-2-en-4-ynyl ester

3-(2-chloro-3-hydroxy-4-methoxy-phenyl)-propionic acid methyl ester

Downstream raw materials:

3-[3-((R)-1-{(3aS,6aR)-4-[(Z)-5-Azido-3-(4-methoxy-benzyloxymethyl)-pent-3-en-1-ynyl]-2,2-dimethyl-6,6a-dihydro-cyclopenta[1,3]dioxol-3a-yl}-prop-2-ynyloxy)-2-chloro-4-methoxy-phenyl]-propionic acid pentafluorophenyl ester

C₃₅H₃₅ClINO₇

3-[3-((R)-1-{(3aS,6aR)-4-[(Z)-5-Azido-3-(4-methoxy-benzyloxymethyl)-pent-3-en-1-ynyl]-2,2-dimethyl-6,6a-dihydro-cyclopenta[1,3]dioxol-3a-yl}-prop-2-ynyloxy)-2-chloro-4-methoxy-phenyl]-propionic acid methyl ester

C₃₅H₃₆ClNO₇