Ralinepag

Base Information

• Chemical Name: Ralinepag
• CAS No.: 1187856-49-0
• Molecular Formula: C23H26ClNO5
• Molecular Weight: 431.916
• Mol file: 1187856-49-0.mol

Synonyms:Ralinepag;Sapanisertib

Chemical Property of Ralinepag

Chemical Property:

• PSA: 76.07000
• LogP: 5.52230

Purity/Quality:

99%, ^*data from raw suppliers

Ralinepag ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Ralinepag, is a potent non-prostanoid prostacyclin receptor agonist, with EC50s of 8.5 nM, 530 nM and 850 nM for human and rat IP receptor and human DP1 receptor, respectively.

Technology Process of Ralinepag

There total 12 articles about Ralinepag 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:

tert-butyl 2-(((1r,4r)-4-(((4-chlorophenyl)-(phenyl)carbamoyloxy)methyl)cyclohexyl)methoxy)acetate (1187856-46-7) → 2-(((1r,4r)-4-(((4-chlorophenyl)(phenyl)carbamoyloxy)methyl)cyclohexyl)methoxy)acetic acid (1187856-49-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃;

DOI:10.1021/acs.jmedchem.6b00871

Reference yield:

N-(4-chlorophenyl)aniline (1205-71-6) → 2-(((1r,4r)-4-(((4-chlorophenyl)(phenyl)carbamoyloxy)methyl)cyclohexyl)methoxy)acetic acid (1187856-49-0)

Guidance literature:

Multi-step reaction with 4 steps

1: acetonitrile / 4.5 h / 65 - 70 °C / Large scale

2: pyridine / acetonitrile / 65 °C / Large scale

3: dirhodium tetraacetate / dichloromethane / 20 °C / Cooling with ice; Large scale

4: hydrogenchloride / 1,4-dioxane / 20 °C

With pyridine; hydrogenchloride; dirhodium tetraacetate; In 1,4-dioxane; dichloromethane; acetonitrile;

DOI:10.1021/acs.jmedchem.6b00871

Reference yield:

trans-1,4-Cyclohexanedimethanol (3236-48-4) → 2-(((1r,4r)-4-(((4-chlorophenyl)(phenyl)carbamoyloxy)methyl)cyclohexyl)methoxy)acetic acid (1187856-49-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / Reflux; Large scale

2: dirhodium tetraacetate / dichloromethane / 20 °C / Cooling with ice; Large scale

3: hydrogenchloride / 1,4-dioxane / 20 °C

With pyridine; hydrogenchloride; dirhodium tetraacetate; In 1,4-dioxane; dichloromethane;

DOI:10.1021/acs.jmedchem.6b00871

upstream raw materials:

tert-butyl 2-(((1r,4r)-4-(((4-chlorophenyl)-(phenyl)carbamoyloxy)methyl)cyclohexyl)methoxy)acetate

trans-1,4-Cyclohexanedimethanol

((1r,4r)-4-(hydroxymethyl)cyclohexyl)methyl phenylcarbamate

phenyl isocyanate

Downstream raw materials:

2-(((1r,4r)-4-(((4-chlorophenyl)(phenyl)carbamoyloxy)methyl)cyclohexyl)methoxy)acetic acid chloride

2-(2-(((1r,4r)-4-(((4-chlorophenyl)(phenyl)carbamoyloxy)methyl)cyclohexyl)methoxy)acetamido)ethanesulfonic acid potassium salt

2-(2-(((1r,4r)-4-(((4-chlorophenyl)(phenyl)carbamoyloxy)methyl)cyclohexyl)methoxy)acetamido)acetic acid

2-(2-(((1r,4r)-4-(((4-chlorophenyl)(phenyl)carbamoyloxy)methyl)cyclohexyl)methoxy)acetamido)ethanesulfonic acid

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