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'-

Base Information

• Chemical Name: 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'-
• CAS No.: 88543-92-4
• Molecular Formula: C₄₀H₄₉Cl₆N₈O₁₅P
• Molecular Weight: 1125.57
• Mol file: 88543-92-4.mol

Synonyms:

Chemical Property of 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'-

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-<(2'-deoxy-3'-O-acetyluridin-5-yl)methyl>pyrido<3,2-d>pyrimidin-6-yl>methyl>amino>benzoyl>-L-glutamate 5'-

There total 4 articles about 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'- 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: 62.0%

diethyl 5,6,7,8-tetrahydro-8-deazafolate (82855-85-4) + Acetic acid (2R,3S,5R)-2-[bis-(2,2,2-trichloro-ethoxy)-phosphoryloxymethyl]-5-(5-bromomethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (88543-89-9) → 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'- (88543-92-4,92008-88-3,92075-79-1)

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-<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'- (88543-92-4,92008-88-3,92075-79-1)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 62 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

Reference yield:

thymidine 5'- (20744-74-5) → 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'- (88543-92-4,92008-88-3,92075-79-1)

Guidance literature:

Multi-step reaction with 3 steps

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

2: Br₂ / CCl₄ / Heating; Irradiation

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

With bromine; sodium hydrogencarbonate; cesium fluoride; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00378a031

upstream raw materials:

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

Acetic acid (2R,3S,5R)-2-[bis-(2,2,2-trichloro-ethoxy)-phosphoryloxymethyl]-5-(5-bromomethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

thymidine 5'-

Diethyl 8-Deazafolic Acid

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

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