N-benzyloxy-N'-[1(S)-methoxycarbonyl-2-phenylethyl]suberoylbisamide

Base Information

• Chemical Name: N-benzyloxy-N'-[1(S)-methoxycarbonyl-2-phenylethyl]suberoylbisamide
• CAS No.: 251304-82-2
• Molecular Formula: C₂₅H₃₂N₂O₅
• Molecular Weight: 440.539
• Mol file: 251304-82-2.mol

Synonyms:N-benzyloxy-N'-[1(S)-methoxycarbonyl-2-phenylethyl]suberoylbisamide

Chemical Property of N-benzyloxy-N'-[1(S)-methoxycarbonyl-2-phenylethyl]suberoylbisamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyloxy-N'-[1(S)-methoxycarbonyl-2-phenylethyl]suberoylbisamide

There total 5 articles about N-benzyloxy-N'-[1(S)-methoxycarbonyl-2-phenylethyl]suberoylbisamide 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: 71.0%

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + 8-((benzyloxy)amino)-8-oxooctanoic acid (251304-81-1) → N-benzyloxy-N'-[1(S)-methoxycarbonyl-2-phenylethyl]suberoylbisamide (251304-82-2)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane;

DOI:10.1002/(SICI)1521-4184(199910)332:10<353::AID-ARDP353>3.0.CO;2-X

Reference yield:

suberic acid monomethyl ester (3946-32-5) → N-benzyloxy-N'-[1(S)-methoxycarbonyl-2-phenylethyl]suberoylbisamide (251304-82-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / NEt₃; BOP-Cl / CH₂Cl₂

2: 68 percent / aq. LiOH / tetrahydrofuran / 4 h / 20 °C

3: 71 percent / NEt₃; BOP-Cl / CH₂Cl₂

With lithium hydroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Hydrolysis / 3: Substitution;

DOI:10.1002/(SICI)1521-4184(199910)332:10<353::AID-ARDP353>3.0.CO;2-X

Reference yield:

O-benzylhydoxylamine hydrochloride (2687-43-6) → N-benzyloxy-N'-[1(S)-methoxycarbonyl-2-phenylethyl]suberoylbisamide (251304-82-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / NEt₃; BOP-Cl / CH₂Cl₂

2: 68 percent / aq. LiOH / tetrahydrofuran / 4 h / 20 °C

3: 71 percent / NEt₃; BOP-Cl / CH₂Cl₂

With lithium hydroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Hydrolysis / 3: Substitution;

DOI:10.1002/(SICI)1521-4184(199910)332:10<353::AID-ARDP353>3.0.CO;2-X

upstream raw materials:

suberic acid monomethyl ester

O-benzylhydoxylamine hydrochloride

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

8-((benzyloxy)amino)-8-oxooctanoic acid