(S)-2-{[2-(2-Amino-3-hydroxy-propyl)-phenyl]-methyl-amino}-dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Base Information

• Chemical Name: (S)-2-{[2-(2-Amino-3-hydroxy-propyl)-phenyl]-methyl-amino}-dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 1027301-74-1
• Molecular Formula: C₂₆H₄₁N₃O₅
• Molecular Weight: 475.629
• Mol file: 1027301-74-1.mol

Synonyms:(S)-2-{[2-(2-Amino-3-hydroxy-propyl)-phenyl]-methyl-amino}-dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property of (S)-2-{[2-(2-Amino-3-hydroxy-propyl)-phenyl]-methyl-amino}-dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{[2-(2-Amino-3-hydroxy-propyl)-phenyl]-methyl-amino}-dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 11 articles about (S)-2-{[2-(2-Amino-3-hydroxy-propyl)-phenyl]-methyl-amino}-dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl 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:

(R)-2-aminododecanoic acid (169106-36-9) → (S)-2-{[2-(2-Amino-3-hydroxy-propyl)-phenyl]-methyl-amino}-dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl ester (1027301-74-1)

Guidance literature:

Multi-step reaction with 7 steps

1: aq. sodium nitrite, 2N aq. H₂SO₄ / 2.5 h / 95 °C

2: SOCl₂ / benzene / 10 h / Heating

3: 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

4: 80 percent / 2,6-lutidine / 1,2-dichloro-ethane / 48 h / Heating

5: H₂ / 5percent Pd/C / ethanol / 2 h / 760 Torr / Ambient temperature

6: DCC / acetonitrile / 2 h / Ambient temperature

7: CF₃COOH

With 2,6-dimethylpyridine; thionyl chloride; sulfuric acid; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; sodium nitrite; palladium on activated charcoal; In ethanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile; benzene;

DOI:10.1021/jm970704s

Reference yield:

2-amino-dodecanoic acid (35237-37-7) → (S)-2-{[2-(2-Amino-3-hydroxy-propyl)-phenyl]-methyl-amino}-dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl ester (1027301-74-1)

Guidance literature:

Multi-step reaction with 10 steps

1: 63 percent / 2N aq. NaOH

3: 99 percent / 3N aq. HCl / 4.5 h / Heating

4: aq. sodium nitrite, 2N aq. H₂SO₄ / 2.5 h / 95 °C

5: SOCl₂ / benzene / 10 h / Heating

6: 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

7: 80 percent / 2,6-lutidine / 1,2-dichloro-ethane / 48 h / Heating

8: H₂ / 5percent Pd/C / ethanol / 2 h / 760 Torr / Ambient temperature

9: DCC / acetonitrile / 2 h / Ambient temperature

10: CF₃COOH

With 2,6-dimethylpyridine; hydrogenchloride; sodium hydroxide; thionyl chloride; sulfuric acid; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; sodium nitrite; palladium on activated charcoal; In ethanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile; benzene;

DOI:10.1021/jm970704s

Reference yield:

(R)-2-hydroxy-dodecanoic acid (70267-25-3,37639-47-7) → (S)-2-{[2-(2-Amino-3-hydroxy-propyl)-phenyl]-methyl-amino}-dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl ester (1027301-74-1)

Guidance literature:

Multi-step reaction with 6 steps

1: SOCl₂ / benzene / 10 h / Heating

2: 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

3: 80 percent / 2,6-lutidine / 1,2-dichloro-ethane / 48 h / Heating

4: H₂ / 5percent Pd/C / ethanol / 2 h / 760 Torr / Ambient temperature

5: DCC / acetonitrile / 2 h / Ambient temperature

6: CF₃COOH

With 2,6-dimethylpyridine; thionyl chloride; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile; benzene;

DOI:10.1021/jm970704s

upstream raw materials:

(R)-2-aminododecanoic acid

2-amino-dodecanoic acid

(R)-2-hydroxy-dodecanoic acid

2-(2-chloro-acetylamino)-dodecanoic acid