2-{Methoxy-[(S)-3-methoxycarbonyl-3-(4-methylamino-benzoylamino)-propyl]-phosphinoylmethyl}-pentanedioic acid dimethyl ester

Base Information

• Chemical Name: 2-{Methoxy-[(S)-3-methoxycarbonyl-3-(4-methylamino-benzoylamino)-propyl]-phosphinoylmethyl}-pentanedioic acid dimethyl ester
• CAS No.: 875668-15-8
• Molecular Formula: C₂₂H₃₃N₂O₉P
• Molecular Weight: 500.486
• Mol file: 875668-15-8.mol

Synonyms:2-{Methoxy-[(S)-3-methoxycarbonyl-3-(4-methylamino-benzoylamino)-propyl]-phosphinoylmethyl}-pentanedioic acid dimethyl ester

Chemical Property of 2-{Methoxy-[(S)-3-methoxycarbonyl-3-(4-methylamino-benzoylamino)-propyl]-phosphinoylmethyl}-pentanedioic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{Methoxy-[(S)-3-methoxycarbonyl-3-(4-methylamino-benzoylamino)-propyl]-phosphinoylmethyl}-pentanedioic acid dimethyl ester

There total 2 articles about 2-{Methoxy-[(S)-3-methoxycarbonyl-3-(4-methylamino-benzoylamino)-propyl]-phosphinoylmethyl}-pentanedioic acid dimethyl ester 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:

(S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid dimethyl ester (864683-01-2) → 2-{Methoxy-[(S)-3-methoxycarbonyl-3-(4-methylamino-benzoylamino)-propyl]-phosphinoylmethyl}-pentanedioic acid dimethyl ester (875668-15-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / H₂ / Pd/C / tetrahydrofuran / 20 °C

2: 92 percent / EDCI / CH₂Cl₂ / 2 h / 20 °C

3: H₂ / Pd/C / tetrahydrofuran / 20 °C

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm050871p

Reference yield:

2-[((S)-3-Amino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid dimethyl ester (875668-11-4) → 2-{Methoxy-[(S)-3-methoxycarbonyl-3-(4-methylamino-benzoylamino)-propyl]-phosphinoylmethyl}-pentanedioic acid dimethyl ester (875668-15-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / EDCI / CH₂Cl₂ / 2 h / 20 °C

2: H₂ / Pd/C / tetrahydrofuran / 20 °C

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm050871p

Reference yield: 42.0%

2-{Methoxy-[(S)-3-methoxycarbonyl-3-(4-methylamino-benzoylamino)-propyl]-phosphinoylmethyl}-pentanedioic acid dimethyl ester (875668-15-8) + 2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride (73978-41-3) → 2-[((S)-3-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-3-methoxycarbonyl-propyl)-hydroxy-phosphinoylmethyl]-pentanedioic acid dimethyl ester

Guidance literature:

2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride; With triphenylphosphine dibromide 1:1 addition complex; In N,N-dimethyl acetamide; at 20 ℃; for 20h;

2-{Methoxy-[(S)-3-methoxycarbonyl-3-(4-methylamino-benzoylamino)-propyl]-phosphinoylmethyl}-pentanedioic acid dimethyl ester; With N,N-diethyl-N-isopropylamine; In N,N-dimethyl acetamide; at 60 ℃; for 40h;

With Dowex-H resin; In methanol; for 3h;

DOI:10.1021/jm050871p

upstream raw materials:

(S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid dimethyl ester

2-[((S)-3-Amino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid dimethyl ester