diethyl N-<4-<7-(2-acetamido-5-deaza-4(3H)-oxo-6,7,8,9-tetrahydropyrido<3,4-g>pteridino)>benzoyl>-L-glutamate

Base Information

• Chemical Name: diethyl N-<4-<7-(2-acetamido-5-deaza-4(3H)-oxo-6,7,8,9-tetrahydropyrido<3,4-g>pteridino)>benzoyl>-L-glutamate
• CAS No.: 95017-90-6
• Molecular Formula: C₂₈H₃₂N₆O₇
• Molecular Weight: 564.598

Synonyms:diethyl N-<4-<7-(2-acetamido-5-deaza-4(3H)-oxo-6,7,8,9-tetrahydropyrido<3,4-g>pteridino)>benzoyl>-L-glutamate

Chemical Property of diethyl N-<4-<7-(2-acetamido-5-deaza-4(3H)-oxo-6,7,8,9-tetrahydropyrido<3,4-g>pteridino)>benzoyl>-L-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl N-<4-<7-(2-acetamido-5-deaza-4(3H)-oxo-6,7,8,9-tetrahydropyrido<3,4-g>pteridino)>benzoyl>-L-glutamate

There total 15 articles about diethyl N-<4-<7-(2-acetamido-5-deaza-4(3H)-oxo-6,7,8,9-tetrahydropyrido<3,4-g>pteridino)>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:

4-HYDROXYPIPERIDINE (5382-16-1) → diethyl N-<4-<7-(2-acetamido-5-deaza-4(3H)-oxo-6,7,8,9-tetrahydropyrido<3,4-g>pteridino)>benzoyl>-L-glutamate (95017-90-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 73 percent / K₂CO₃ / dimethylsulfoxide / 7 h / 120 °C

2: 83 percent / dicyclohexylcarbodiimide, pyridine, trifluoroacetic acid / dimethylsulfoxide; benzene / 5 °C

3: 96 percent / magnesium sulfate / tetrahydrofuran / 2 h / Ambient temperature

4: Et₃N / tetrahydrofuran / 1.) -30 deg C, 20 min, 2.) RT, 1 h

5: NH₃ / methanol / Ambient temperature

6: 1.) KOt-Bu / 1.) DMF, RT, 1 h, 2.) 100 deg C, 5 h

7: 88 percent / 88percent formic acid / 72 h / Ambient temperature

8: 86 percent / 1 N NaOH / 4 h / Heating

9: 93 percent / 4-(dimethylamino)pyridine / 4 h / 130 °C

10: 92 percent / 1 N NaOH

11: 1.) Et₃N, phenyl N-phenylphosphoramidochloridate / 1.) N-methylpyrrolidone, RT, 30 min, 2.) RT, overnight

With pyridine; dmap; sodium hydroxide; formic acid; potassium tert-butylate; ammonia; magnesium sulfate; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; Phenyl N-phenylphosphoramidochloridate; trifluoroacetic acid; In tetrahydrofuran; methanol; dimethyl sulfoxide; benzene;

DOI:10.1021/jo00207a020

Reference yield:

tert-butyl 4-fluorobenzoate (58656-98-7) → diethyl N-<4-<7-(2-acetamido-5-deaza-4(3H)-oxo-6,7,8,9-tetrahydropyrido<3,4-g>pteridino)>benzoyl>-L-glutamate (95017-90-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 73 percent / K₂CO₃ / dimethylsulfoxide / 7 h / 120 °C

2: 83 percent / dicyclohexylcarbodiimide, pyridine, trifluoroacetic acid / dimethylsulfoxide; benzene / 5 °C

3: 96 percent / magnesium sulfate / tetrahydrofuran / 2 h / Ambient temperature

4: Et₃N / tetrahydrofuran / 1.) -30 deg C, 20 min, 2.) RT, 1 h

5: NH₃ / methanol / Ambient temperature

6: 1.) KOt-Bu / 1.) DMF, RT, 1 h, 2.) 100 deg C, 5 h

7: 88 percent / 88percent formic acid / 72 h / Ambient temperature

8: 86 percent / 1 N NaOH / 4 h / Heating

9: 93 percent / 4-(dimethylamino)pyridine / 4 h / 130 °C

10: 92 percent / 1 N NaOH

11: 1.) Et₃N, phenyl N-phenylphosphoramidochloridate / 1.) N-methylpyrrolidone, RT, 30 min, 2.) RT, overnight

With pyridine; dmap; sodium hydroxide; formic acid; potassium tert-butylate; ammonia; magnesium sulfate; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; Phenyl N-phenylphosphoramidochloridate; trifluoroacetic acid; In tetrahydrofuran; methanol; dimethyl sulfoxide; benzene;

DOI:10.1021/jo00207a020

Reference yield:

1-<4-(tert-butoxycarbonyl)phenyl>-4-hydroxypiperidine (95017-91-7) → diethyl N-<4-<7-(2-acetamido-5-deaza-4(3H)-oxo-6,7,8,9-tetrahydropyrido<3,4-g>pteridino)>benzoyl>-L-glutamate (95017-90-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 83 percent / dicyclohexylcarbodiimide, pyridine, trifluoroacetic acid / dimethylsulfoxide; benzene / 5 °C

2: 96 percent / magnesium sulfate / tetrahydrofuran / 2 h / Ambient temperature

3: Et₃N / tetrahydrofuran / 1.) -30 deg C, 20 min, 2.) RT, 1 h

4: NH₃ / methanol / Ambient temperature

5: 1.) KOt-Bu / 1.) DMF, RT, 1 h, 2.) 100 deg C, 5 h

6: 88 percent / 88percent formic acid / 72 h / Ambient temperature

7: 86 percent / 1 N NaOH / 4 h / Heating

8: 93 percent / 4-(dimethylamino)pyridine / 4 h / 130 °C

9: 92 percent / 1 N NaOH

10: 1.) Et₃N, phenyl N-phenylphosphoramidochloridate / 1.) N-methylpyrrolidone, RT, 30 min, 2.) RT, overnight

With pyridine; dmap; sodium hydroxide; formic acid; potassium tert-butylate; ammonia; magnesium sulfate; triethylamine; dicyclohexyl-carbodiimide; Phenyl N-phenylphosphoramidochloridate; trifluoroacetic acid; In tetrahydrofuran; methanol; dimethyl sulfoxide; benzene;

DOI:10.1021/jo00207a020

upstream raw materials:

diethyl-L-glutamate hydrochloride

2-acetamido-7-(4-carboxyphenyl)-5-deaza-6,7,8,9-tetrahydro-4(3H)-pyrido<3,4-g>pteridinone

4-HYDROXYPIPERIDINE

tert-butyl 4-fluorobenzoate

Downstream raw materials:

L-7,10-ethano-5-deazafolic acid

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