(S)-2-(3-Allyloxy-phenyl)-3-benzyloxy-propan-1-ol

Base Information

• Chemical Name: (S)-2-(3-Allyloxy-phenyl)-3-benzyloxy-propan-1-ol
• CAS No.: 155499-20-0
• Molecular Formula: C₁₉H₂₂O₃
• Molecular Weight: 298.382
• Mol file: 155499-20-0.mol

Synonyms:(S)-2-(3-Allyloxy-phenyl)-3-benzyloxy-propan-1-ol

Chemical Property of (S)-2-(3-Allyloxy-phenyl)-3-benzyloxy-propan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(3-Allyloxy-phenyl)-3-benzyloxy-propan-1-ol

There total 10 articles about (S)-2-(3-Allyloxy-phenyl)-3-benzyloxy-propan-1-ol 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: 93.0%

2-[(R)-2-(3-Allyloxy-phenyl)-3-benzyloxy-propoxy]-tetrahydro-pyran → (S)-2-(3-Allyloxy-phenyl)-3-benzyloxy-propan-1-ol (155499-20-0)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; Ambient temperature;

DOI:10.1016/S0040-4039(00)61382-5

Reference yield:

2-(3-allyloxy)phenyl-1,3-propanediol (155440-94-1) → (S)-2-(3-Allyloxy-phenyl)-3-benzyloxy-propan-1-ol (155499-20-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 3A molecular sieves / PPL / 24 h / 0 °C

2: p-TSA / CH₂Cl₂ / Ambient temperature

3: KOH / methanol / Ambient temperature

4: 98 percent / NaH / dimethylformamide / Ambient temperature

5: 93 percent / p-TSA / methanol / Ambient temperature

With potassium hydroxide; 3 A molecular sieve; sodium hydride; toluene-4-sulfonic acid; PPL; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)61382-5

Reference yield:

m-hydroxyphenylacetic acid (621-37-4) → (S)-2-(3-Allyloxy-phenyl)-3-benzyloxy-propan-1-ol (155499-20-0)

Guidance literature:

Multi-step reaction with 9 steps

1: 94 percent / H₂SO₄ / Heating

2: 96 percent / K₂CO₃ / 4 h / 55 °C

3: 90 percent / LDA / tetrahydrofuran / 0.5 h / -78 °C

4: 63 percent / DIBALH / CH₂Cl₂ / 0 °C / to room temperature

5: 3A molecular sieves / PPL / 24 h / 0 °C

6: p-TSA / CH₂Cl₂ / Ambient temperature

7: KOH / methanol / Ambient temperature

8: 98 percent / NaH / dimethylformamide / Ambient temperature

9: 93 percent / p-TSA / methanol / Ambient temperature

With potassium hydroxide; 3 A molecular sieve; sulfuric acid; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; lithium diisopropyl amide; PPL; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)61382-5

upstream raw materials:

m-hydroxyphenylacetic acid

benzyl bromide

3-allyloxyphenyl acetic acid ethyl ester

diethyl(3-allyloxy)phenylmalonate

Downstream raw materials:

(S)-ethyl 5-benzyloxy-4-<3-(hydroxy)phenyl>-3-oxopentanoate

(R)-4-(3-Allyloxy-phenyl)-5-benzyloxy-3-oxo-pentanoic acid ethyl ester

(S)-ethyl 4-<3-(allyloxy)phenyl>-5-benzyloxy-3-oxopentanoate

(S)-ethyl 5-benzyloxy-3,3-ethylendithio-4-<3-(hydroxy)phenyl>pentanoate