N-{4-[(S)-benzylcarbamoyl-(S-2-hydroxy-2-methyl-1-phenylpropylamino)methyl]phenyl}benzamide

Base Information

• Chemical Name: N-{4-[(S)-benzylcarbamoyl-(S-2-hydroxy-2-methyl-1-phenylpropylamino)methyl]phenyl}benzamide
• CAS No.: 723263-98-7
• Molecular Formula: C₃₂H₃₃N₃O₃
• Molecular Weight: 507.632
• Mol file: 723263-98-7.mol

Synonyms:N-{4-[(S)-benzylcarbamoyl-(S-2-hydroxy-2-methyl-1-phenylpropylamino)methyl]phenyl}benzamide

Chemical Property of N-{4-[(S)-benzylcarbamoyl-(S-2-hydroxy-2-methyl-1-phenylpropylamino)methyl]phenyl}benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{4-[(S)-benzylcarbamoyl-(S-2-hydroxy-2-methyl-1-phenylpropylamino)methyl]phenyl}benzamide

There total 8 articles about N-{4-[(S)-benzylcarbamoyl-(S-2-hydroxy-2-methyl-1-phenylpropylamino)methyl]phenyl}benzamide 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: 86.6%

benzylamine (100-46-9) + (3S,5S)-3-[4-(benzoylamino)phenyl]-6,6-dimethyl-5-phenylmorpholin-2-one (723263-95-4) → N-{4-[(S)-benzylcarbamoyl-(S-2-hydroxy-2-methyl-1-phenylpropylamino)methyl]phenyl}benzamide (723263-98-7)

Guidance literature:

With 2-hydroxypyridin; In toluene; at 80 ℃; for 4.5h;

DOI:10.1055/s-2004-815980

Reference yield:

(S)-Phenylglycine methyl ester (6591-61-3,24461-61-8,26682-99-5,37760-98-8) → N-{4-[(S)-benzylcarbamoyl-(S-2-hydroxy-2-methyl-1-phenylpropylamino)methyl]phenyl}benzamide (723263-98-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 88 percent / acetonitrile / 0.5 h / 20 °C

2.1: tetrahydrofuran / 2 h / 20 °C

3.1: SOCl₂; MeOH / 1 h / 20 °C

4.1: propylene oxide / acetonitrile / 4 h / 80 °C

4.2: 75 percent / toluene / 15 h / Heating

5.1: 7 percent / Pb(OAc)4 / acetonitrile / 2 h / 20 °C

6.1: 78 percent / TFA / CH₂Cl₂ / 3 h / -20 °C

7.1: Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

8.1: 86.6 percent / 2-hydroxypyridine / toluene / 4.5 h / 80 °C

With 2-hydroxypyridin; lead(IV) acetate; methanol; thionyl chloride; triethylamine; trifluoroacetic acid; methyloxirane; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;

DOI:10.1055/s-2004-815980

Reference yield:

N-tert-butoxycarbonyl-L-phenylglycine methyl ester (143978-88-5) → N-{4-[(S)-benzylcarbamoyl-(S-2-hydroxy-2-methyl-1-phenylpropylamino)methyl]phenyl}benzamide (723263-98-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: tetrahydrofuran / 2 h / 20 °C

2.1: SOCl₂; MeOH / 1 h / 20 °C

3.1: propylene oxide / acetonitrile / 4 h / 80 °C

3.2: 75 percent / toluene / 15 h / Heating

4.1: 7 percent / Pb(OAc)4 / acetonitrile / 2 h / 20 °C

5.1: 78 percent / TFA / CH₂Cl₂ / 3 h / -20 °C

6.1: Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

7.1: 86.6 percent / 2-hydroxypyridine / toluene / 4.5 h / 80 °C

With 2-hydroxypyridin; lead(IV) acetate; methanol; thionyl chloride; triethylamine; trifluoroacetic acid; methyloxirane; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;

DOI:10.1055/s-2004-815980

upstream raw materials:

benzylamine

(3S,5S)-3-[4-(benzoylamino)phenyl]-6,6-dimethyl-5-phenylmorpholin-2-one

(S)-Phenylglycine methyl ester

(1S)-1-amino-2-methyl-1-phenylpropan-2-ol

Downstream raw materials:

N-{4-[(S)-benzylcarbamoyl(benzylideneamino)methyl]phenyl}benzamide