1-((4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)methyl)-3,3-difluorocyclobutyl dihydrogen phosphate

Base Information

• Chemical Name: 1-((4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)methyl)-3,3-difluorocyclobutyl dihydrogen phosphate
• CAS No.: 1197420-12-4
• Molecular Formula: C₂₄H₂₀ClF₂N₂O₇PS
• Molecular Weight: 584.922
• Mol file: 1197420-12-4.mol

Synonyms:1-((4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)methyl)-3,3-difluorocyclobutyl dihydrogen phosphate

Chemical Property of 1-((4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)methyl)-3,3-difluorocyclobutyl dihydrogen phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-((4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)methyl)-3,3-difluorocyclobutyl dihydrogen phosphate

There total 9 articles about 1-((4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)methyl)-3,3-difluorocyclobutyl dihydrogen phosphate 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: 99.0%

dibenzyl 1-((4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]-pyrimidin-3(4H)-yl)-2-methoxyphenoxy)methyl)-3,3-difluorocyclobutyl phosphate (1197420-29-3) → 1-((4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)methyl)-3,3-difluorocyclobutyl dihydrogen phosphate (1197420-12-4)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 3h;

Reference yield:

1-(3,3-difluorocyclobutyl)-N,N-dimethylmethanamine oxide (1197420-23-7) → 1-((4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)methyl)-3,3-difluorocyclobutyl dihydrogen phosphate (1197420-12-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: water / 165 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Cooling with ice

3.1: sodium dihydrogen phosphate monohydrate / water; acetonitrile / 3.5 h / 130 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h / 2585.81 Torr

5.1: phenol / 0.75 h / 135 - 140 °C

6.1: 1,2,4-Triazole / 1,2-dichloro-ethane / 1 h / Reflux

6.2: 0.42 h / 15 - 45 °C

7.1: trifluoroacetic acid / 8 h / 20 °C

With 1,2,4-Triazole; sodium dihydrogen phosphate monohydrate; palladium 10% on activated carbon; hydrogen; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile; phenol; 1.1: |Cope Elimination;

DOI:10.1021/acs.jmedchem.6b00676

Reference yield:

1,1-difluoro-3-methylenecyclobutane (110654-33-6) → 1-((4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl)-2-methoxyphenoxy)methyl)-3,3-difluorocyclobutyl dihydrogen phosphate (1197420-12-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Cooling with ice

2.1: sodium dihydrogen phosphate monohydrate / water; acetonitrile / 3.5 h / 130 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h / 2585.81 Torr

4.1: phenol / 0.75 h / 135 - 140 °C

5.1: 1,2,4-Triazole / 1,2-dichloro-ethane / 1 h / Reflux

5.2: 0.42 h / 15 - 45 °C

6.1: trifluoroacetic acid / 8 h / 20 °C

With 1,2,4-Triazole; sodium dihydrogen phosphate monohydrate; palladium 10% on activated carbon; hydrogen; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile; phenol;

DOI:10.1021/acs.jmedchem.6b00676

upstream raw materials:

dibenzyl 1-((4-(6-(4-chlorophenyl)-4-oxothieno[3,2-d]-pyrimidin-3(4H)-yl)-2-methoxyphenoxy)methyl)-3,3-difluorocyclobutyl phosphate

methyl 5-(4-chlorophenyl)-3-((dimethylamino)methyleneamino)thiophene-2-carboxylate

6-(4-chlorophenyl)-3-(4-((3,3-difluoro-1-hydroxycyclobutyl)methoxy)-3-methoxyphenyl)thieno[3,2-d]-pyrimidin-4(3H)-one

1-(3,3-difluorocyclobutyl)-N,N-dimethylmethanamine