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

Base Information

• Chemical Name: diethyl N-<4-<<<2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-<(3',5'-diacetyl-2'-deoxyuridin-5-yl)methyl>pyrido<3,2-d>pyrimidin-6-yl>methyl>amino>benzoyl>-L-glutamate
• CAS No.: 82855-86-5
• Molecular Formula: C₃₈H₄₈N₈O₁₃
• Molecular Weight: 824.845
• Mol file: 82855-86-5.mol

Synonyms:

Chemical Property of diethyl N-<4-<<<2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-<(3',5'-diacetyl-2'-deoxyuridin-5-yl)methyl>pyrido<3,2-d>pyrimidin-6-yl>methyl>amino>benzoyl>-L-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl N-<4-<<<2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-<(3',5'-diacetyl-2'-deoxyuridin-5-yl)methyl>pyrido<3,2-d>pyrimidin-6-yl>methyl>amino>benzoyl>-L-glutamate

There total 6 articles about diethyl N-<4-<<<2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-<(3',5'-diacetyl-2'-deoxyuridin-5-yl)methyl>pyrido<3,2-d>pyrimidin-6-yl>methyl>amino>benzoyl>-L-glutamate 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: 61.0%

diethyl 5,6,7,8-tetrahydro-8-deazafolate (82855-85-4) + 3',5'-di-O-acetyl-5-bromomethyl-2'-deoxyuridine (58589-18-7) → diethyl N-<4-<<<2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-<(3',5'-diacetyl-2'-deoxyuridin-5-yl)methyl>pyrido<3,2-d>pyrimidin-6-yl>methyl>amino>benzoyl>-L-glutamate (82855-86-5,92007-94-8,92007-95-9)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; for 6h; Ambient temperature;

DOI:10.1021/jm00378a031

Reference yield: 61.0%

diethyl 5,6,7,8-tetrahydro-8-deazafolate (82855-85-4,92007-90-4,92007-91-5) + 3',5'-di-O-acetyl-5-bromomethyl-2'-deoxyuridine (58589-18-7) → 2-[4-({5-[1-((2R,4S,5R)-4-Acetoxy-5-acetoxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethyl]-2-amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[3,2-d]pyrimidin-6-ylmethyl}-amino)-benzoylamino]-pentanedioic acid diethyl ester (82855-86-5,92007-94-8,92007-95-9)

Guidance literature:

In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)87125-7

Reference yield:

Diethyl 8-Deazafolic Acid (76807-65-3) → diethyl N-<4-<<<2-amino-3,4,5,6,7,8-hexahydro-4-oxo-5-<(3',5'-diacetyl-2'-deoxyuridin-5-yl)methyl>pyrido<3,2-d>pyrimidin-6-yl>methyl>amino>benzoyl>-L-glutamate (82855-86-5,92007-94-8,92007-95-9)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 61 percent / NaHCO₃ / dimethylformamide / 6 h / Ambient temperature

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

DOI:10.1021/jm00378a031

upstream raw materials:

diethyl 5,6,7,8-tetrahydro-8-deazafolate

3',5'-di-O-acetyl-5-bromomethyl-2'-deoxyuridine

diethyl N¹⁰-nitroso-8-deazafolate

diethyl 8-deazafolate

Downstream raw materials:

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

C₃₈H₄₇N₉O₁₄

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

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