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

Base Information

• Chemical Name: (S)-3-[(R)-(3,4-dimethoxyphenyl)(triethylsilyloxy)methyl]-4-butanolide
• CAS No.: 853750-40-0
• Molecular Formula: C₁₉H₃₀O₅Si
• Molecular Weight: 366.53
• Mol file: 853750-40-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about (S)-3-[(R)-(3,4-dimethoxyphenyl)(triethylsilyloxy)methyl]-4-butanolide 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:

(3S,4R)-4-(3,4-Dimethoxy-phenyl)-3-hydroxymethyl-4-triethylsilanyloxy-butyraldehyde → (S)-3-[(R)-(3,4-dimethoxyphenyl)(triethylsilyloxy)methyl]-4-butanolide (853750-40-0)

Guidance literature:

With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1039/b501151e

Reference yield:

C19H32O5Si → (S)-3-[(R)-(3,4-dimethoxyphenyl)(triethylsilyloxy)methyl]-4-butanolide (853750-40-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 16h; Molecular sieve;

DOI:10.1271/bbb.90107

Reference yield:

(S)-2-[(R)-(3,4-dimethoxyphenyl)(triethylsilyloxy)methyl]-4-penten-1-ol (853750-38-6) → (S)-3-[(R)-(3,4-dimethoxyphenyl)(triethylsilyloxy)methyl]-4-butanolide (853750-40-0)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. OsO₄; NMO / 2-methyl-propan-2-ol; acetone / 20 h / 20 °C

2: NaIO₄ / methanol / 2 h / 20 °C

3: 3.77 g / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 16 h / 20 °C

With sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; 4 A molecular sieve; pyridinium chlorochromate; In methanol; dichloromethane; acetone; tert-butyl alcohol;

DOI:10.1039/b501151e

upstream raw materials:

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

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

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

triethylsilyl trifluoromethyl sulfonate

Downstream raw materials:

(1S,2R,3R)-2,3-bis[(tert-butyldiphenylsilyloxy)methyl]-1-(3,4-dimethoxyphenyl)-3-(3,4-methylenedioxybenzoyl)-1-(triethylsilyloxy)propane