(4R)-4-benzyl-3-{(2R)-2-[(R)-(3,4-dimethoxyphenyl)(hydroxy)methyl]-4-pentenoyl}-2-oxazolidinone

Base Information

• Chemical Name: (4R)-4-benzyl-3-{(2R)-2-[(R)-(3,4-dimethoxyphenyl)(hydroxy)methyl]-4-pentenoyl}-2-oxazolidinone
• CAS No.: 853750-14-8
• Molecular Formula: C₂₄H₂₇NO₆
• Molecular Weight: 425.481
• Mol file: 853750-14-8.mol

Synonyms:(4R)-4-benzyl-3-{(2R)-2-[(R)-(3,4-dimethoxyphenyl)(hydroxy)methyl]-4-pentenoyl}-2-oxazolidinone

Chemical Property of (4R)-4-benzyl-3-{(2R)-2-[(R)-(3,4-dimethoxyphenyl)(hydroxy)methyl]-4-pentenoyl}-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R)-4-benzyl-3-{(2R)-2-[(R)-(3,4-dimethoxyphenyl)(hydroxy)methyl]-4-pentenoyl}-2-oxazolidinone

There total 1 articles about (4R)-4-benzyl-3-{(2R)-2-[(R)-(3,4-dimethoxyphenyl)(hydroxy)methyl]-4-pentenoyl}-2-oxazolidinone 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:

(4R)-3-(4-pentenoyl)-4-(phenylmethyl)-1,3-oxazolidin-2-one (155399-10-3) → (4R)-4-benzyl-3-{(2R)-2-[(R)-(3,4-dimethoxyphenyl)(hydroxy)methyl]-4-pentenoyl}-2-oxazolidinone (853750-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 0 °C

2: 17.7 g / CH₂Cl₂ / 1.33 h / -65 - 0 °C

With triethylamine; In dichloromethane;

DOI:10.1039/b501151e

Reference yield: 100.0%

(4R)-4-benzyl-3-{(2R)-2-[(R)-(3,4-dimethoxyphenyl)(hydroxy)methyl]-4-pentenoyl}-2-oxazolidinone (853750-14-8) + triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → (4R)-4-benzyl-3-{(2R)-2-[(R)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-4-pentenoyl}-2-oxazolidinone (853750-16-0)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/b501151e

Reference yield: 90.0%

(4R)-4-benzyl-3-{(2R)-2-[(R)-(3,4-dimethoxyphenyl)(hydroxy)methyl]-4-pentenoyl}-2-oxazolidinone (853750-14-8) + triethylsilyl trifluoromethyl sulfonate (79271-56-0) → (R)-4-benzyl-3-{(R)-2-[(R)-(3,4-dimethoxyphenyl)(triethylsilyloxy)-methyl]-4-pentenoyl}-2-oxazolidinone (853750-36-4)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; for 1h; cooling;

DOI:10.1039/b501151e

upstream raw materials:

(4R)-3-(4-pentenoyl)-4-(phenylmethyl)-1,3-oxazolidin-2-one

Downstream raw materials:

(R)-4-benzyl-3-{(R)-2-[(R)-(3,4-dimethoxyphenyl)(triethylsilyloxy)-methyl]-4-pentenoyl}-2-oxazolidinone

(4R)-4-benzyl-3-{(2R)-2-[(R)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-4-pentenoyl}-2-oxazolidinone

(S)-3-[(R)-(3,4-dimethoxyphenyl)(triethylsilyloxy)methyl]-4-butanolide

(S)-2-[(R)-(3,4-dimethoxyphenyl)(triethylsilyloxy)methyl]-4-penten-1-ol