(4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid

Base Information

• Chemical Name: (4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid
• CAS No.: 122938-34-5
• Molecular Formula: C₂₁H₂₉NO₅
• Molecular Weight: 375.465
• Mol file: 122938-34-5.mol

Synonyms:(4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid

Chemical Property of (4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid

There total 11 articles about (4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid 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: 100.0%

(4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid methyl ester (122911-34-6) → (4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid (122938-34-5)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; methanol; at 25 ℃; for 18h;

Reference yield:

(2R,3R)-3-(2,5-Dimethoxy-3-nitro-phenyl)-3-hydroxy-2-methyl-propionic acid methyl ester (128836-47-5) → (4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid (122938-34-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 90 percent / NaH / tetrahydrofuran; dimethylformamide / 16 h / -5 °C

2: 100 percent / H₂ / 10percent Pd-C / ethanol / 2.5 h / 760 Torr

3: 91 percent / isobutyric acid / toluene / 65 h / Heating

4: 100 percent / LiAlH₄ / tetrahydrofuran / 3 h / -5 °C

5: 89 percent / SO₃*Py, Et₃N / dimethylsulfoxide; tetrahydrofuran / 0.75 h / 25 °C

6: 99.5 percent / CH₂Cl₂ / 24 h / 40 °C

7: 99 percent / H₂ / 10percent Pd-C / ethanol / 0.67 h / 760 Torr

8: 100 percent / LiOH, H₂O / methanol; tetrahydrofuran / 18 h / 25 °C

With lithium hydroxide; lithium aluminium tetrahydride; pyridine-SO₃ complex; water; hydrogen; sodium hydride; triethylamine; isobutyric Acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

Reference yield:

(2S,3R)-3-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-3-methoxy-2-methyl-propan-1-ol (122911-31-3) → (4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid (122938-34-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / SO₃*Py, Et₃N / dimethylsulfoxide; tetrahydrofuran / 0.75 h / 25 °C

2: 99.5 percent / CH₂Cl₂ / 24 h / 40 °C

3: 99 percent / H₂ / 10percent Pd-C / ethanol / 0.67 h / 760 Torr

4: 100 percent / LiOH, H₂O / methanol; tetrahydrofuran / 18 h / 25 °C

With lithium hydroxide; pyridine-SO₃ complex; water; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide;

upstream raw materials:

(4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid methyl ester

2,5-dimethoxy-3-nitrobenzaldehyde

(2R,3R)-3-(2,5-Dimethoxy-3-nitro-phenyl)-3-hydroxy-2-methyl-propionic acid methyl ester

(2S,3R)-3-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-3-methoxy-2-methyl-propan-1-ol

Downstream raw materials:

(S)-3-{(2S,4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-2-hydroxy-5-methoxy-4-methyl-pentanoyl}-4-isopropyl-oxazolidin-2-one

(S)-3-{(4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoyl}-4-isopropyl-oxazolidin-2-one

C₂₆H₃₇NO₆