N-(4-(((2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-((2'-deoxyuridin-5-yl)methyl)pyrido(3,2-d)pyrimidin-6-yl)methyl)amino)benzoyl)glutamic acid 5'-monophosphate

Base Information

• Chemical Name: N-(4-(((2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-((2'-deoxyuridin-5-yl)methyl)pyrido(3,2-d)pyrimidin-6-yl)methyl)amino)benzoyl)glutamic acid 5'-monophosphate
• CAS No.: 92008-00-9
• Molecular Formula: C₃₀H₃₇N₈O₁₄P
• Molecular Weight: 764.643
• Mol file: 92008-00-9.mol

Synonyms:Pyrido[3,2-d]pyrimidine,L-glutamic acid deriv.

Chemical Property of N-(4-(((2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-((2'-deoxyuridin-5-yl)methyl)pyrido(3,2-d)pyrimidin-6-yl)methyl)amino)benzoyl)glutamic acid 5'-monophosphate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 352.88000
• Density: 1.84g/cm³
• LogP: -0.27530

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(4-(((2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-((2'-deoxyuridin-5-yl)methyl)pyrido(3,2-d)pyrimidin-6-yl)methyl)amino)benzoyl)glutamic acid 5'-monophosphate

There total 5 articles about N-(4-(((2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-((2'-deoxyuridin-5-yl)methyl)pyrido(3,2-d)pyrimidin-6-yl)methyl)amino)benzoyl)glutamic acid 5'-monophosphate 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:

Diethyl 8-Deazafolic Acid (76807-65-3) → N-<4-<<<2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-<(2'-deoxyuridin-5-yl)methyl>pyrido<3,2-d>pyrimidin-6-yl>methyl>amino>benzoyl>-L-glutamic acid 5'-monophosphate (92008-00-9,92008-01-0,107796-08-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / H₂, aq. HCl / PtO₂ / ethanol / 3 h / 2172.02 Torr

2: 62 percent / NaHCO₃ / dimethylformamide / 6 h / Ambient temperature

3: 1.) acetylacetone, Zn/Cu, 2.) NaOH / 1.) DMF, 50 to 55 deg C, 1 h, 2.) EtOH, 48 h

With hydrogenchloride; sodium hydroxide; hydrogen; copper; sodium hydrogencarbonate; acetylacetone; zinc; platinum(IV) oxide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00378a031

Reference yield:

thymidine 5'- (20744-74-5) → N-<4-<<<2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-<(2'-deoxyuridin-5-yl)methyl>pyrido<3,2-d>pyrimidin-6-yl>methyl>amino>benzoyl>-L-glutamic acid 5'-monophosphate (92008-00-9,92008-01-0,107796-08-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / CsF / 3 h / Ambient temperature

2: Br₂ / CCl₄ / Heating; Irradiation

3: 62 percent / NaHCO₃ / dimethylformamide / 6 h / Ambient temperature

4: 1.) acetylacetone, Zn/Cu, 2.) NaOH / 1.) DMF, 50 to 55 deg C, 1 h, 2.) EtOH, 48 h

With sodium hydroxide; bromine; copper; sodium hydrogencarbonate; cesium fluoride; acetylacetone; zinc; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00378a031

Reference yield:

Phosphoric acid (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester methyl ester 2,2,2-trichloro-ethyl ester (91900-22-0) → N-<4-<<<2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-<(2'-deoxyuridin-5-yl)methyl>pyrido<3,2-d>pyrimidin-6-yl>methyl>amino>benzoyl>-L-glutamic acid 5'-monophosphate (92008-00-9,92008-01-0,107796-08-7)

Guidance literature:

Multi-step reaction with 3 steps

1: Br₂ / CCl₄ / Heating; Irradiation

2: 62 percent / NaHCO₃ / dimethylformamide / 6 h / Ambient temperature

3: 1.) acetylacetone, Zn/Cu, 2.) NaOH / 1.) DMF, 50 to 55 deg C, 1 h, 2.) EtOH, 48 h

With sodium hydroxide; bromine; copper; sodium hydrogencarbonate; acetylacetone; zinc; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00378a031

upstream raw materials:

diethyl N-<4-<<<2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-<(2'-deoxy-3'-O-acetyluridin-5-yl)methyl>pyrido<3,2-d>pyrimidin-6-yl>methyl>amino>benzoyl>-L-glutamate 5'-

thymidine 5'-

Diethyl 8-Deazafolic Acid

Phosphoric acid (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester methyl ester 2,2,2-trichloro-ethyl ester

Downstream raw materials:

N-<4-<<<2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-<(2'-deoxyuridin-5-yl)methyl>pyrido<3,2-d>pyrimidin-6-yl>methyl>amino>benzoyl>-L-glutamic acid