(E)-(2S,3R)-1-[1,3]Dioxolan-2-yl-4-methyl-5-phenyl-pent-4-ene-2,3-diol

Base Information

• Chemical Name: (E)-(2S,3R)-1-[1,3]Dioxolan-2-yl-4-methyl-5-phenyl-pent-4-ene-2,3-diol
• CAS No.: 102302-94-3
• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.321
• Mol file: 102302-94-3.mol

Synonyms:(E)-(2S,3R)-1-[1,3]Dioxolan-2-yl-4-methyl-5-phenyl-pent-4-ene-2,3-diol

Chemical Property of (E)-(2S,3R)-1-[1,3]Dioxolan-2-yl-4-methyl-5-phenyl-pent-4-ene-2,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(2S,3R)-1-[1,3]Dioxolan-2-yl-4-methyl-5-phenyl-pent-4-ene-2,3-diol

There total 3 articles about (E)-(2S,3R)-1-[1,3]Dioxolan-2-yl-4-methyl-5-phenyl-pent-4-ene-2,3-diol 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:

Acetic acid (E)-(S)-1-(2-[1,3]dioxolan-2-yl-acetyl)-2-methyl-3-phenyl-allyl ester (102302-90-9) → (E)-(2S,3S)-1-[1,3]Dioxolan-2-yl-4-methyl-5-phenyl-pent-4-ene-2,3-diol (102303-13-9) + (E)-(2R,3S)-1-[1,3]Dioxolan-2-yl-4-methyl-5-phenyl-pent-4-ene-2,3-diol (102302-94-3,102303-13-9)

Guidance literature:

With lithium aluminium tetrahydride; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)94998-0

Reference yield:

Acetic acid (E)-1-(2-[1,3]dioxolan-2-yl-acetyl)-2-methyl-3-phenyl-allyl ester (102302-90-9) → (E)-(2R,3S)-1-[1,3]Dioxolan-2-yl-4-methyl-5-phenyl-pent-4-ene-2,3-diol (102302-94-3,102303-13-9)

Guidance literature:

Multi-step reaction with 2 steps

2: DIBAL / diethyl ether / -78 °C

With diisobutylaluminium hydride; In diethyl ether;

DOI:10.1016/S0040-4039(00)94998-0

Reference yield:

Acetic acid (E)-1-(2-[1,3]dioxolan-2-yl-acetyl)-2-methyl-3-phenyl-allyl ester (102302-90-9) → (E)-(2S,3R)-1-[1,3]Dioxolan-2-yl-4-methyl-5-phenyl-pent-4-ene-2,3-diol (102302-94-3)

Guidance literature:

With baker's yeast; potassium carbonate; Yield given. Multistep reaction; 2.) MeOH, 23 deg C, 24 h;

DOI:10.1016/S0040-4039(00)94998-0

upstream raw materials:

Acetic acid (E)-1-(2-[1,3]dioxolan-2-yl-acetyl)-2-methyl-3-phenyl-allyl ester

Acetic acid (E)-(S)-1-(2-[1,3]dioxolan-2-yl-acetyl)-2-methyl-3-phenyl-allyl ester

Downstream raw materials:

(2R,3S,5S)-5-Methoxy-2-((E)-1-methyl-2-phenyl-vinyl)-tetrahydro-furan-3-ol

(2R,3S,5R)-5-Methoxy-2-((E)-1-methyl-2-phenyl-vinyl)-tetrahydro-furan-3-ol

C₂₉H₂₈O₆

(4S,5R)-4-[1,3]Dioxolan-2-ylmethyl-2,2-dimethyl-5-((E)-1-methyl-2-phenyl-vinyl)-[1,3]dioxolane