2-{4-[(2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-ylmethyl)-amino]-benzoylamino}-4-(ethoxy-hydroxy-phosphoryl)-butyric acid

Base Information

• Chemical Name: 2-{4-[(2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-ylmethyl)-amino]-benzoylamino}-4-(ethoxy-hydroxy-phosphoryl)-butyric acid
• CAS No.: 139347-06-1
• Molecular Formula: C₂₁H₂₉N₆O₇P
• Molecular Weight: 508.471
• Mol file: 139347-06-1.mol

Synonyms:

Chemical Property of 2-{4-[(2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-ylmethyl)-amino]-benzoylamino}-4-(ethoxy-hydroxy-phosphoryl)-butyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{4-[(2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-ylmethyl)-amino]-benzoylamino}-4-(ethoxy-hydroxy-phosphoryl)-butyric acid

There total 10 articles about 2-{4-[(2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-ylmethyl)-amino]-benzoylamino}-4-(ethoxy-hydroxy-phosphoryl)-butyric acid 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: 50.0%

methyl D,L-<(N2acetyl-N10-formyl-5,6,7,8-tetrahydro-5-deazapteroyl)amino>-4-(diethoxyphosphinyl)butanoate (139347-10-7,139347-11-8) → 2-{4-[(2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-ylmethyl)-amino]-benzoylamino}-4-(ethoxy-hydroxy-phosphoryl)-butyric acid (139347-06-1,139347-16-3)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; at 80 ℃; for 0.5h;

DOI:10.1021/jm00087a012

Reference yield:

2-acetamido-6-formyl-4(3H)-oxopyrido<2,3-d>pyrimidine (87373-56-6) → 2-{4-[(2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-ylmethyl)-amino]-benzoylamino}-4-(ethoxy-hydroxy-phosphoryl)-butyric acid (139347-06-1,139347-16-3)

Guidance literature:

Multi-step reaction with 7 steps

1: acetic acid / 18 h / Ambient temperature

2: BH₃*NEt₃ / acetic acid / 0.5 h / 20 - 60 °C

3: 93 percent / H₂O / 1.5 h / 80 °C

4: 46 percent / H₂ / PtO₂*H₂O / trifluoroacetic acid / 18 h / 2280 Torr

5: Et₃N, i-BuOCOCl / dimethylformamide / 0.08 h / Ambient temperature

6: Et₃N, i-BuOCOCl / dimethylformamide

7: 50 percent / 0.5 M NaOH / dimethylsulfoxide / 0.5 h / 80 °C

With sodium hydroxide; triethylamine-borane; hydrogen; triethylamine; isobutyl chloroformate; platinum(IV) oxide; In water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1021/jm00087a012

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 2-{4-[(2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-ylmethyl)-amino]-benzoylamino}-4-(ethoxy-hydroxy-phosphoryl)-butyric acid (139347-06-1,139347-16-3)

Guidance literature:

Multi-step reaction with 7 steps

1: acetic acid / 18 h / Ambient temperature

2: BH₃*NEt₃ / acetic acid / 0.5 h / 20 - 60 °C

3: 93 percent / H₂O / 1.5 h / 80 °C

4: 46 percent / H₂ / PtO₂*H₂O / trifluoroacetic acid / 18 h / 2280 Torr

5: Et₃N, i-BuOCOCl / dimethylformamide / 0.08 h / Ambient temperature

6: Et₃N, i-BuOCOCl / dimethylformamide

7: 50 percent / 0.5 M NaOH / dimethylsulfoxide / 0.5 h / 80 °C

With sodium hydroxide; triethylamine-borane; hydrogen; triethylamine; isobutyl chloroformate; platinum(IV) oxide; In water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1021/jm00087a012

upstream raw materials:

methyl D,L-<(N²acetyl-N¹⁰-formyl-5,6,7,8-tetrahydro-5-deazapteroyl)amino>-4-(diethoxyphosphinyl)butanoate

2-acetamido-6-formyl-4(3H)-oxopyrido<2,3-d>pyrimidine

4-amino-benzoic acid

ethyl D,L-2-formamido-4-(diethoxyphosphinyl)butanoate