4-[2,2-Bis-(bis-benzyloxy-phosphoryl)-ethyl]-benzoic acid (S)-1-{(E)-2-[(1R,2R,5R)-2-((Z)-6-carboxy-hex-2-enyl)-5-hydroxy-3-oxo-cyclopentyl]-vinyl}-hexyl ester

Base Information

• Chemical Name: 4-[2,2-Bis-(bis-benzyloxy-phosphoryl)-ethyl]-benzoic acid (S)-1-{(E)-2-[(1R,2R,5R)-2-((Z)-6-carboxy-hex-2-enyl)-5-hydroxy-3-oxo-cyclopentyl]-vinyl}-hexyl ester
• CAS No.: 241472-14-0
• Molecular Formula: C₅₇H₆₆O₁₂P₂
• Molecular Weight: 1005.09
• Mol file: 241472-14-0.mol

Synonyms:4-[2,2-Bis-(bis-benzyloxy-phosphoryl)-ethyl]-benzoic acid (S)-1-{(E)-2-[(1R,2R,5R)-2-((Z)-6-carboxy-hex-2-enyl)-5-hydroxy-3-oxo-cyclopentyl]-vinyl}-hexyl ester

Chemical Property of 4-[2,2-Bis-(bis-benzyloxy-phosphoryl)-ethyl]-benzoic acid (S)-1-{(E)-2-[(1R,2R,5R)-2-((Z)-6-carboxy-hex-2-enyl)-5-hydroxy-3-oxo-cyclopentyl]-vinyl}-hexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[2,2-Bis-(bis-benzyloxy-phosphoryl)-ethyl]-benzoic acid (S)-1-{(E)-2-[(1R,2R,5R)-2-((Z)-6-carboxy-hex-2-enyl)-5-hydroxy-3-oxo-cyclopentyl]-vinyl}-hexyl ester

There total 8 articles about 4-[2,2-Bis-(bis-benzyloxy-phosphoryl)-ethyl]-benzoic acid (S)-1-{(E)-2-[(1R,2R,5R)-2-((Z)-6-carboxy-hex-2-enyl)-5-hydroxy-3-oxo-cyclopentyl]-vinyl}-hexyl 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: 94.0%

C73H84O12P2Si (241472-13-9) → 4-[2,2-Bis-(bis-benzyloxy-phosphoryl)-ethyl]-benzoic acid (S)-1-{(E)-2-[(1R,2R,5R)-2-((Z)-6-carboxy-hex-2-enyl)-5-hydroxy-3-oxo-cyclopentyl]-vinyl}-hexyl ester (241472-14-0)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1016/S0968-0896(99)00045-0

Reference yield:

Methyl 4-(bromomethyl)benzoate (2417-72-3) → 4-[2,2-Bis-(bis-benzyloxy-phosphoryl)-ethyl]-benzoic acid (S)-1-{(E)-2-[(1R,2R,5R)-2-((Z)-6-carboxy-hex-2-enyl)-5-hydroxy-3-oxo-cyclopentyl]-vinyl}-hexyl ester (241472-14-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 50 percent / NaH / dimethylformamide / 0.5 h / 23 °C

2: 48 percent / LiOH / H₂O; dioxane / 5 h / Ambient temperature

3: (COCl)2 / dimethylformamide; CH₂Cl₂ / 0.17 h / 0 °C

4: 42 percent / pyridine; CH₂Cl₂ / -10 - 0 °C

5: 94 percent / aq. HCl / tetrahydrofuran / 4 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; oxalyl dichloride; sodium hydride; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(99)00045-0

Reference yield:

dinoprostone (363-24-6) → 4-[2,2-Bis-(bis-benzyloxy-phosphoryl)-ethyl]-benzoic acid (S)-1-{(E)-2-[(1R,2R,5R)-2-((Z)-6-carboxy-hex-2-enyl)-5-hydroxy-3-oxo-cyclopentyl]-vinyl}-hexyl ester (241472-14-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 42 percent / pyridine; CH₂Cl₂ / -10 - 0 °C

3: 94 percent / aq. HCl / tetrahydrofuran / 4 h / Ambient temperature

With hydrogenchloride; triethylamine; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.1016/S0968-0896(99)00045-0

upstream raw materials:

C₇₃H₈₄O₁₂P₂Si

Methyl 4-(bromomethyl)benzoate

dinoprostone

tetrabenzyl methylenediphosphonate