CCR3 Antagonist

Base Information

• Chemical Name: CCR3 Antagonist
• CAS No.: 275812-32-3
• Molecular Formula: C₂₆H₃₅FN₄O₂S
• Molecular Weight: 486.654
• Mol file: 275812-32-3.mol

Synonyms:1-(5-Acetyl-4-methyl-1,3-thiazol-2-yl)-3-[(1R,2S)-2-{[(3S)-3-(4-fluorobenzyl)piperidin-1-yl]methyl}cyclohexyl]urea;

Chemical Property of CCR3 Antagonist

Chemical Property:

• PSA: 0.00000
• Density: 1.23 g/cm³
• LogP: 0.00000

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of CCR3 Antagonist

There total 36 articles about CCR3 Antagonist 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:

(1R,2R)-2-(benzyloxycarbonylamino)cyclohexanecarboxaldehyde (275815-60-6) → 1-(5-Acetyl-4-methyl-thiazol-2-yl)-3-{(1R,2S)-2-[(S)-3-(4-fluoro-benzyl)-piperidin-1-ylmethyl]-cyclohexyl}-urea (275812-32-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 32.1 g / NaBH(OAc)3 / CH₂Cl₂ / 20 °C

2: H₂ / Pd/C / methanol / 2585.74 Torr

3: 92 g / acetonitrile; CHCl₃; dimethylformamide / 20 °C

With hydrogen; sodium tris(acetoxy)borohydride; palladium on activated charcoal; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm049530m

Reference yield:

{(1R,2S)-2-[(S)-3-(4-Fluoro-benzyl)-piperidin-1-ylmethyl]-cyclohexyl}-carbamic acid benzyl ester (383430-26-0) → 1-(5-Acetyl-4-methyl-thiazol-2-yl)-3-{(1R,2S)-2-[(S)-3-(4-fluoro-benzyl)-piperidin-1-ylmethyl]-cyclohexyl}-urea (275812-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 2585.74 Torr

2: 92 g / acetonitrile; CHCl₃; dimethylformamide / 20 °C

With hydrogen; palladium on activated charcoal; In methanol; chloroform; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm049530m

Reference yield:

trans-(1R,2R)-1-amino-2-hydroxymethyl-cyclohexane (178737-10-5) → 1-(5-Acetyl-4-methyl-thiazol-2-yl)-3-{(1R,2S)-2-[(S)-3-(4-fluoro-benzyl)-piperidin-1-ylmethyl]-cyclohexyl}-urea (275812-32-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 16.3 g / aq. Na₂CO₃ / CH₂Cl₂ / 1 h / 20 °C

2: 30.7 g / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂

3: 32.1 g / NaBH(OAc)3 / CH₂Cl₂ / 20 °C

4: H₂ / Pd/C / methanol / 2585.74 Torr

5: 92 g / acetonitrile; CHCl₃; dimethylformamide / 20 °C

With oxalyl dichloride; hydrogen; sodium tris(acetoxy)borohydride; sodium carbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile; 2: Swern oxidation;

DOI:10.1021/jm049530m

upstream raw materials:

(5-acetyl-4-methyl-thiazol-2-yl)-carbamic acid phenyl ester

(1R,2S)-2-(((S)-3-(4-fluorobenzyl)piperidin-1-yl)methyl)cyclohexylamine

(1R,2R)-2-(benzyloxycarbonylamino)cyclohexanecarboxaldehyde

{(1R,2S)-2-[(S)-3-(4-Fluoro-benzyl)-piperidin-1-ylmethyl]-cyclohexyl}-carbamic acid benzyl ester