1,3-Benzenedicarboxamide, N-[(1S,2R)-3-(cyclopropylamino)-2-hydroxy-1-(phenylmethyl)propyl]-N'-[ (1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]-

Base Information

• Chemical Name: 1,3-Benzenedicarboxamide, N-[(1S,2R)-3-(cyclopropylamino)-2-hydroxy-1-(phenylmethyl)propyl]-N'-[ (1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]-
• CAS No.: 695216-22-9
• Molecular Formula: C31H37FN4O5S
• Molecular Weight: 596.723
• Mol file: 695216-22-9.mol

Synonyms:

Chemical Property of 1,3-Benzenedicarboxamide, N-[(1S,2R)-3-(cyclopropylamino)-2-hydroxy-1-(phenylmethyl)propyl]-N'-[ (1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3-Benzenedicarboxamide, N-[(1S,2R)-3-(cyclopropylamino)-2-hydroxy-1-(phenylmethyl)propyl]-N'-[ (1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]-

There total 8 articles about 1,3-Benzenedicarboxamide, N-[(1S,2R)-3-(cyclopropylamino)-2-hydroxy-1-(phenylmethyl)propyl]-N'-[ (1R)-1-(4-fluorophenyl)ethyl]-5-[methyl(methylsulfonyl)amino]- 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:

3-({[(1R)-1-(4-fluorophenyl)ethyl]amino}carbonyl)-5-[methyl(methylsulfonyl)amino]benzoic acid (695215-96-4) + (2R,3S)-N-1-cyclopropyl-2-hydroxy-4-phenylbutane-1,3-diamine dihydrochloride → N-(1-benzyl-3-cyclopropylamino-2-hydroxy-propyl)-N'-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamide (695216-22-9)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/jm049379g

Reference yield:

dimethyl 5-aminoisophthalate (99-27-4) → N-(1-benzyl-3-cyclopropylamino-2-hydroxy-propyl)-N'-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamide (695216-22-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 75 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

2: 98 percent / NaH / dimethylformamide / 1 h

3: 82 percent / aq. NaOH / tetrahydrofuran; methanol / 8 h / 0 - 20 °C

4: BOP; diisopropylamine / CH₂Cl₂ / 20 °C

5: aq. NaOH / methanol; tetrahydrofuran / 50 °C

6: BOP; diisopropylethylamine / CH₂Cl₂ / 20 °C

With pyridine; sodium hydroxide; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm049379g

Reference yield:

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester (98760-08-8,98818-34-9,98818-35-0,103127-56-6,98737-29-2) → N-(1-benzyl-3-cyclopropylamino-2-hydroxy-propyl)-N'-[1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamide (695216-22-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / propan-2-ol / 16 h / 50 °C

2: 97 percent / HCl (gas) / methanol; ethyl acetate / 3 h

3: BOP; diisopropylethylamine / CH₂Cl₂ / 20 °C

With hydrogenchloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; ethyl acetate; isopropyl alcohol;

DOI:10.1021/jm049379g

upstream raw materials:

3-({[(1R)-1-(4-fluorophenyl)ethyl]amino}carbonyl)-5-[methyl(methylsulfonyl)amino]benzoic acid

dimethyl 5-aminoisophthalate

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

3-(methoxycarbonyl)-5-[methyl(methylsulfonyl)amino]benzoic acid

Downstream raw materials:

C₃₆H₄₅FN₄O₇S