methyl D,L-2-<(N²-acetyl-5-deazapteroyl)amino>-4-(diethoxyphosphinyl)butanoate

Base Information

• Chemical Name: methyl D,L-2-<(N²-acetyl-5-deazapteroyl)amino>-4-(diethoxyphosphinyl)butanoate
• CAS No.: 139375-96-5
• Molecular Formula: C₂₆H₃₃N₆O₈P
• Molecular Weight: 588.557
• Mol file: 139375-96-5.mol

Synonyms:methyl D,L-2-<(N²-acetyl-5-deazapteroyl)amino>-4-(diethoxyphosphinyl)butanoate

Chemical Property of methyl D,L-2-<(N²-acetyl-5-deazapteroyl)amino>-4-(diethoxyphosphinyl)butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl D,L-2-<(N²-acetyl-5-deazapteroyl)amino>-4-(diethoxyphosphinyl)butanoate

There total 6 articles about methyl D,L-2-<(N²-acetyl-5-deazapteroyl)amino>-4-(diethoxyphosphinyl)butanoate 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:

2-(4-{[1-(2-Acetylamino-4-oxo-3,4-dihydro-pyrido[2,3-d]pyrimidin-6-yl)-meth-(E)-ylidene]-amino}-benzoylamino)-4-(diethoxy-phosphoryl)-butyric acid methyl ester → methyl D,L-2-<(N2-acetyl-5-deazapteroyl)amino>-4-(diethoxyphosphinyl)butanoate (139375-96-5)

Guidance literature:

With triethylamine-borane; In acetic acid; at 65 ℃; for 0.333333h; Yield given;

DOI:10.1021/jm00087a012

Reference yield:

methyl D,L-2-formamido-4-(diethoxyphosphinyl)butanoate (139347-34-5) → methyl D,L-2-<(N2-acetyl-5-deazapteroyl)amino>-4-(diethoxyphosphinyl)butanoate (139375-96-5)

Guidance literature:

Multi-step reaction with 5 steps

1: HCl (sat. sol. in MeOH), SOCl₂ / 18 h / Ambient temperature

2: 30 percent / Et₃N / CH₂Cl₂

3: 98 percent / H₂ / 5percent Pd/C / methanol / 20 h / 2280 Torr

4: acetic acid / 17 h / Ambient temperature

5: BH₃*NEt₃ / acetic acid / 0.33 h / 65 °C

With hydrogenchloride; thionyl chloride; triethylamine-borane; hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;

DOI:10.1021/jm00087a012

Reference yield:

methyl D,L-2-<(4-nitrobenzoyl)amino>-4-(diethoxyphosphinyl)butanoate (139347-35-6) → methyl D,L-2-<(N2-acetyl-5-deazapteroyl)amino>-4-(diethoxyphosphinyl)butanoate (139375-96-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / H₂ / 5percent Pd/C / methanol / 20 h / 2280 Torr

2: acetic acid / 17 h / Ambient temperature

3: BH₃*NEt₃ / acetic acid / 0.33 h / 65 °C

With triethylamine-borane; hydrogen; palladium on activated charcoal; In methanol; acetic acid;

DOI:10.1021/jm00087a012

upstream raw materials:

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

methyl D,L-2-<(4-aminobenzoyl)amino>-4-(diethoxyphosphinyl)butanoate

methyl D,L-2-amino-4-phosphonobutanoate hydrochloride

methyl D,L-2-<(4-nitrobenzoyl)amino>-4-(diethoxyphosphinyl)butanoate

Downstream raw materials:

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

N(α)-(5-deazapteroyl)-DL-2-amino-4-phosphonobutanoic acid