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

Base Information

• Chemical Name: 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
• CAS No.: 82855-89-8
• Molecular Formula: C₃₈H₄₇N₉O₁₄
• Molecular Weight: 853.843
• Mol file: 82855-89-8.mol

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 12 articles about 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 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: 66.0%

diethyl N10-nitroso-5,6,7,8-tetrahydro-8-deazafolate (82855-88-7) + 3',5'-di-O-acetyl-5-bromomethyl-2'-deoxyuridine (58589-18-7) → 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 (82855-89-8,92007-96-0,92007-97-1)

Guidance literature:

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

DOI:10.1021/jm00378a031

Reference yield:

Diethyl 8-Deazafolic Acid (76807-65-3) → 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 (82855-89-8,92007-96-0,92007-97-1)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: NaNO₂, 6N HCl / 0.05 h / 0 °C

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

DOI:10.1021/jm00378a031

Reference yield:

diethyl N10-nitroso-8-deazafolate (82855-87-6) → 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 (82855-89-8,92007-96-0,92007-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / H₂, aq. HCl / PtO₂ / ethanol / 4 h / 2172.02 Torr

2: 66 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:

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

diethyl N¹⁰-nitroso-5,6,7,8-tetrahydro-8-deazafolate

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

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