N-(4-{[(2-methyl-4-oxo-3,4-dihydro[1]benzothieno[2,3-d]pyrimidin-5-yl)methyl]amino}benzoyl)-L-glutamic acid

Base Information

• Chemical Name: N-(4-{[(2-methyl-4-oxo-3,4-dihydro[1]benzothieno[2,3-d]pyrimidin-5-yl)methyl]amino}benzoyl)-L-glutamic acid
• CAS No.: 1313013-76-1
• Molecular Formula: C₂₄H₂₂N₄O₆S
• Molecular Weight: 494.528
• Mol file: 1313013-76-1.mol

Synonyms:N-(4-{[(2-methyl-4-oxo-3,4-dihydro[1]benzothieno[2,3-d]pyrimidin-5-yl)methyl]amino}benzoyl)-L-glutamic acid

Chemical Property of N-(4-{[(2-methyl-4-oxo-3,4-dihydro[1]benzothieno[2,3-d]pyrimidin-5-yl)methyl]amino}benzoyl)-L-glutamic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-{[(2-methyl-4-oxo-3,4-dihydro[1]benzothieno[2,3-d]pyrimidin-5-yl)methyl]amino}benzoyl)-L-glutamic acid

There total 6 articles about N-(4-{[(2-methyl-4-oxo-3,4-dihydro[1]benzothieno[2,3-d]pyrimidin-5-yl)methyl]amino}benzoyl)-L-glutamic acid 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:

C28H30N4O6S → N-(4-{[(2-methyl-4-oxo-3,4-dihydro[1]benzothieno[2,3-d]pyrimidin-5-yl)methyl]amino}benzoyl)-L-glutamic acid (1313013-76-1)

Guidance literature:

C₂₈H₃₀N₄O₆S; With sodium hydroxide; In methanol; water; at 60 ℃; for 12h;

With hydrogenchloride; In water; at 0 ℃; for 2h; pH=3;

DOI:10.1016/j.bmc.2011.03.067

Reference yield:

2,5-dimethyl[1]benzothieno[2,3-d]pyrimidin-4(3H)-one (1313013-96-5) → N-(4-{[(2-methyl-4-oxo-3,4-dihydro[1]benzothieno[2,3-d]pyrimidin-5-yl)methyl]amino}benzoyl)-L-glutamic acid (1313013-76-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide; dibenzoyl peroxide / benzene / 4 h / Reflux

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 80 °C / Inert atmosphere

3.1: sodium hydroxide / methanol; water / 12 h / 60 °C

3.2: 2 h / 0 °C / pH 3

With N-Bromosuccinimide; potassium carbonate; sodium hydroxide; dibenzoyl peroxide; In methanol; water; N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.bmc.2011.03.067

Reference yield:

5-(bromomethyl)-2-methyl[1]benzothieno[2,3-d]pyrimidin-4(3H)-one (1313014-00-4) → N-(4-{[(2-methyl-4-oxo-3,4-dihydro[1]benzothieno[2,3-d]pyrimidin-5-yl)methyl]amino}benzoyl)-L-glutamic acid (1313013-76-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 80 °C / Inert atmosphere

2.1: sodium hydroxide / methanol; water / 12 h / 60 °C

2.2: 2 h / 0 °C / pH 3

With potassium carbonate; sodium hydroxide; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.03.067

upstream raw materials:

ethyl 2-amino-4-methyl-1-benzothiophene-3-carboxylate

2,5-dimethyl[1]benzothieno[2,3-d]pyrimidin-4(3H)-one

5-(bromomethyl)-2-methyl[1]benzothieno[2,3-d]pyrimidin-4(3H)-one

(R,S)-ethyl 2-amino-4-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate