(1R,2R,3R,4S)-4-[4-(4-benzyloxy-3-methoxyphenyl)-1-hydroxy-4-methoxymethoxy-2,3-dimethylbutyl]-2-methoxyphenol

Base Information

• Chemical Name: (1R,2R,3R,4S)-4-[4-(4-benzyloxy-3-methoxyphenyl)-1-hydroxy-4-methoxymethoxy-2,3-dimethylbutyl]-2-methoxyphenol
• CAS No.: 915158-64-4
• Molecular Formula: C₂₉H₃₆O₇
• Molecular Weight: 496.601
• Mol file: 915158-64-4.mol

Synonyms:(1R,2R,3R,4S)-4-[4-(4-benzyloxy-3-methoxyphenyl)-1-hydroxy-4-methoxymethoxy-2,3-dimethylbutyl]-2-methoxyphenol

Chemical Property of (1R,2R,3R,4S)-4-[4-(4-benzyloxy-3-methoxyphenyl)-1-hydroxy-4-methoxymethoxy-2,3-dimethylbutyl]-2-methoxyphenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,3R,4S)-4-[4-(4-benzyloxy-3-methoxyphenyl)-1-hydroxy-4-methoxymethoxy-2,3-dimethylbutyl]-2-methoxyphenol

There total 5 articles about (1R,2R,3R,4S)-4-[4-(4-benzyloxy-3-methoxyphenyl)-1-hydroxy-4-methoxymethoxy-2,3-dimethylbutyl]-2-methoxyphenol 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:

(1R,2R,3R)-1-(4-allyloxy-3-methoxyphenyl)-4-(4-benzyloxy-3-methoxyphenyl)-4-methoxymethoxy-2,3-dimethylbutan-1-ol → (1R,2R,3R,4R)-4-[4-(4-benzyloxy-3-methoxyphenyl)-1-hydroxy-4-methoxymethoxy-2,3-dimethylbutyl]-2-methoxyphenol + (1R,2R,3R,4S)-4-[4-(4-benzyloxy-3-methoxyphenyl)-1-hydroxy-4-methoxymethoxy-2,3-dimethylbutyl]-2-methoxyphenol (915158-64-4)

Guidance literature:

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ol0621710

Reference yield:

(2R,3R,4R)-4-(4-allyloxy-3-methoxyphenyl)-4-(tert-butyldimethylsilanyloxy)-2,3-dimethylbutyraldehyde (915158-62-2) → (1R,2R,3R,4S)-4-[4-(4-benzyloxy-3-methoxyphenyl)-1-hydroxy-4-methoxymethoxy-2,3-dimethylbutyl]-2-methoxyphenol (915158-64-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / CeCl₃ / tetrahydrofuran

2: Huenig's base

3: TBAF / tetrahydrofuran

4: Pd(PPh₃)4; NaBH₄ / tetrahydrofuran

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cerium(III) chloride; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1055/s-2007-968019

Reference yield:

(2R,3R,4R)-4-(4-allyloxy-3-methoxyphenyl)-1-(4-benzyloxy-3-methoxyphenyl)-4-(tert-butyldimethylsilanyloxy)-2,3-dimethylbutan-1-ol → (1R,2R,3R,4S)-4-[4-(4-benzyloxy-3-methoxyphenyl)-1-hydroxy-4-methoxymethoxy-2,3-dimethylbutyl]-2-methoxyphenol (915158-64-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Huenig's base

2: TBAF / tetrahydrofuran

3: Pd(PPh₃)4; NaBH₄ / tetrahydrofuran

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1055/s-2007-968019

upstream raw materials:

(2R,3R,4R)-4-(4-allyloxy-3-methoxyphenyl)-4-(tert-butyldimethylsilanyloxy)-2,3-dimethylbutyraldehyde

Downstream raw materials:

C₂₀H₂₄O₅

4-[(2S,3R,4R,5S)-5-(4-Benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-2-methoxy-phenol

4-Nitro-benzoic acid 4-[(2S,3R,4R,5S)-5-(4-benzyloxy-3-methoxy-phenyl)-3,4-dimethyl-tetrahydro-furan-2-yl]-2-methoxy-phenyl ester

C₃₀H₃₄O₅