{(R)-4-[bis-(3-phenyl-propyl)-amino]-3-oxo-morpholin-2-yl}-acetic acid methyl ester

Base Information

• Chemical Name: {(R)-4-[bis-(3-phenyl-propyl)-amino]-3-oxo-morpholin-2-yl}-acetic acid methyl ester
• CAS No.: 609846-49-3
• Molecular Formula: C₂₅H₃₂N₂O₄
• Molecular Weight: 424.54
• Mol file: 609846-49-3.mol

Synonyms:{(R)-4-[bis-(3-phenyl-propyl)-amino]-3-oxo-morpholin-2-yl}-acetic acid methyl ester

Chemical Property of {(R)-4-[bis-(3-phenyl-propyl)-amino]-3-oxo-morpholin-2-yl}-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(R)-4-[bis-(3-phenyl-propyl)-amino]-3-oxo-morpholin-2-yl}-acetic acid methyl ester

There total 7 articles about {(R)-4-[bis-(3-phenyl-propyl)-amino]-3-oxo-morpholin-2-yl}-acetic acid methyl 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: 55.0%

3-phenyl-propionaldehyde (104-53-0) + [(R)-4-amino-3-oxo-morpholin-2-yl]-acetic acid methyl ester (609847-52-1) → [(R)-3-oxo-4-(3-phenyl-propylamino)-morpholin-2-yl]-acetic acid methyl ester (609846-48-2) + {(R)-4-[bis-(3-phenyl-propyl)-amino]-3-oxo-morpholin-2-yl}-acetic acid methyl ester (609846-49-3)

Guidance literature:

3-phenyl-propionaldehyde; [(R)-4-amino-3-oxo-morpholin-2-yl]-acetic acid methyl ester; In toluene; at 70 ℃; for 24h;

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 1.16667h;

DOI:10.1021/jm0307990

Reference yield:

(R)-dimethyl malate (70681-41-3) → {(R)-4-[bis-(3-phenyl-propyl)-amino]-3-oxo-morpholin-2-yl}-acetic acid methyl ester (609846-49-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: Ag₂O / toluene

2.1: OsO₄; N-methyl morpholine-N-oxide / tetrahydrofuran; H₂O

3.1: NaIO₄ / tetrahydrofuran; H₂O

4.1: toluene / 65 °C

5.1: H₂ / Pd/C / tetrahydrofuran / 18 h

6.1: H₂O / 7 h / 60 °C

7.1: toluene / 24 h / 70 °C

7.2: 37 percent / H₂ / Pd/C / tetrahydrofuran / 1.17 h

With sodium periodate; osmium(VIII) oxide; water; hydrogen; 4-methylmorpholine N-oxide; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; water; toluene;

DOI:10.1021/jm0307990

Reference yield:

(R)-2-(2-oxo-ethoxy)-succinic acid dimethyl ester (441764-53-0) → {(R)-4-[bis-(3-phenyl-propyl)-amino]-3-oxo-morpholin-2-yl}-acetic acid methyl ester (609846-49-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: toluene / 65 °C

2.1: H₂ / Pd/C / tetrahydrofuran / 18 h

3.1: H₂O / 7 h / 60 °C

4.1: toluene / 24 h / 70 °C

4.2: 37 percent / H₂ / Pd/C / tetrahydrofuran / 1.17 h

With water; hydrogen; palladium on activated charcoal; In tetrahydrofuran; toluene;

DOI:10.1021/jm0307990

upstream raw materials:

3-phenyl-propionaldehyde

[(R)-4-amino-3-oxo-morpholin-2-yl]-acetic acid methyl ester

(R)-dimethyl malate

(R)-2-(2-oxo-ethoxy)-succinic acid dimethyl ester

Downstream raw materials:

N-(4-benzyloxycarbonylamidino-benzyl)-2-{(R)-4-[bis(3-phenyl-propyl)-amino]-3-oxo-morpholin-2-yl}-acetamide acid benzyl ester

{(R)-4-[bis-(3-phenyl-propyl)-amino]-3-oxo-morpholin-2-yl}-acetic acid