(Z)-methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)cyclopentyl)hept-5-enoate

Base Information

• Chemical Name: (Z)-methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)cyclopentyl)hept-5-enoate
• CAS No.: 1300092-92-5
• Molecular Formula: C₂₈H₄₂O₇
• Molecular Weight: 490.637
• Mol file: 1300092-92-5.mol

Synonyms:(Z)-methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)cyclopentyl)hept-5-enoate

Chemical Property of (Z)-methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)cyclopentyl)hept-5-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)cyclopentyl)hept-5-enoate

There total 3 articles about (Z)-methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)cyclopentyl)hept-5-enoate 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:

C27H40O7 (1300092-91-4) + methyl iodide (74-88-4) → (Z)-methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)cyclopentyl)hept-5-enoate (1300092-92-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetone; at 25 ℃; for 8h; Inert atmosphere;

Reference yield:

(3aR,4R,5R,6aS)-4-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)hexahydro-2H-cyclopenta[b]furan-2,5-diol (1300092-89-0) → (Z)-methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)cyclopentyl)hept-5-enoate (1300092-92-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

1.2: 1.5 h / 25 °C / Inert atmosphere

1.3: pH 5

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetone / 8 h / 25 °C / Inert atmosphere

With sodium hexamethyldisilazane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; acetone;

Reference yield:

(3aR,4R,5R,6aS)-5-hydroxy-4-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)hexahydro-2H-cyclopenta[b]furan-2-one (1300093-14-4) → (Z)-methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)cyclopentyl)hept-5-enoate (1300092-92-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / toluene / 1 h / -65 - -60 °C / Inert atmosphere

1.2: 1 h / 25 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

2.2: 1.5 h / 25 °C / Inert atmosphere

2.3: pH 5

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetone / 8 h / 25 °C / Inert atmosphere

With sodium hexamethyldisilazane; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; acetone; toluene;

upstream raw materials:

C₂₇H₄₀O₇

methyl iodide

(3aR,4R,5R,6aS)-4-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)hexahydro-2H-cyclopenta[b]furan-2,5-diol

(3aR,4R,5R,6aS)-5-hydroxy-4-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)hexahydro-2H-cyclopenta[b]furan-2-one

Downstream raw materials:

(Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-((2-methoxyethoxy)methoxy)-5-phenylpent-1-enyl)cyclopentyl)-N-ethylhept-5-enamide

bimatoprost