P276

Base Information

• Chemical Name: P276
• CAS No.: 920113-03-7
• Molecular Formula: C21H20ClNO5.HCl
• Molecular Weight: 438.307
• Mol file: 920113-03-7.mol

Synonyms:P-276-00;UNII-DRP53ZDY6H;4H-1-Benzopyran-4-one,2-(2-chlorophenyl)-5,7-dihydroxy-8-((2R,3S)-2-(hydroxymethyl)-1-methyl-3-pyrrolidinyl)-,hydrochloride (1:1);(+)-trans-2-(2-chlorophenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dihydroxy-chromen-4-one hydrochloride;

Chemical Property of P276

Chemical Property:

• PSA: 94.14000
• LogP: 4.04450

Purity/Quality:

97% ^*data from raw suppliers

P276-00 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: P276-00 is a cyclin-dependent kinase (CDK) inhibitor. P276-00 has shown to be highly selective for cancer cells and has shown to produce potent inhibition of Cdk4-D1 activity. P276-00 also induces apoptosis in human promyelocytic leukemia (HL-60) cells.

Technology Process of P276

There total 13 articles about P276 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: 97.0%

(+)-trans-2-(2-chloro-phenyl)-5,7-dihydroxy-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-chromen-4-one (920113-02-6) → (+)-2-(2-chlorophenyl)-5,7-dihydroxy-8-[(2R,3S)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]-4H-chromen-4-one hydrochloride (920113-03-7)

Guidance literature:

With hydrogenchloride; In methanol; diethyl ether;

Reference yield:

(-)-trans-[1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol (920112-97-6) → (+)-2-(2-chlorophenyl)-5,7-dihydroxy-8-[(2R,3S)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]-4H-chromen-4-one hydrochloride (920113-03-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: acetic acid / 40 °C / Inert atmosphere

1.2: 25 - 70 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / -5 - 30 °C / Inert atmosphere

3.1: sodium hydride / 2-methyltetrahydrofuran / -5 - 0 °C / Inert atmosphere

3.2: 25 - 30 °C

4.1: pyridine hydrochloride; pyridine / 135 - 175 °C

5.1: hydrogenchloride / methanol; isopropyl alcohol / 25 - 50 °C

With pyridine; hydrogenchloride; pyridine hydrochloride; sodium hydride; acetic acid; triethylamine; In 2-methyltetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;

Reference yield:

ortho-chlorobenzoic acid (118-91-2) → (+)-2-(2-chlorophenyl)-5,7-dihydroxy-8-[(2R,3S)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]-4H-chromen-4-one hydrochloride (920113-03-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N,N-dimethyl-formamide; oxalyl dichloride / di-isopropyl ether / 5 - 30 °C

2.1: triethylamine / dichloromethane / -5 - 30 °C / Inert atmosphere

3.1: sodium hydride / 2-methyltetrahydrofuran / -5 - 0 °C / Inert atmosphere

3.2: 25 - 30 °C

4.1: pyridine hydrochloride; pyridine / 135 - 175 °C

5.1: hydrogenchloride / methanol; isopropyl alcohol / 25 - 50 °C

With pyridine; hydrogenchloride; oxalyl dichloride; pyridine hydrochloride; sodium hydride; triethylamine; N,N-dimethyl-formamide; In 2-methyltetrahydrofuran; methanol; dichloromethane; di-isopropyl ether; isopropyl alcohol;

upstream raw materials:

(+)-trans-2-(2-chloro-phenyl)-5,7-dihydroxy-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-chromen-4-one

(±)-trans-[1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol

(-)-trans-[1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol

C₁₅H₂₃NO₄*C₁₈H₁₄O₈