(2S)-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propan-1-ol

Base Information

• Chemical Name: (2S)-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propan-1-ol
• CAS No.: 507480-05-9
• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31
• Mol file: 507480-05-9.mol

Synonyms:(2S)-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propan-1-ol

Chemical Property of (2S)-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propan-1-ol

There total 13 articles about (2S)-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]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: 92.0%

tert-butyl{(2S)-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propoxy}dimethylsilane → (2S)-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propan-1-ol (507480-05-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.201500527

Reference yield: 83.0%

(2R,4R)-2-(4-methoxyphenyl)-4-((S)-1-methyl-prop-2-enyl)-[1,3]dioxane (507480-04-8) → (2S)-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propan-1-ol (507480-05-9)

Guidance literature:

(2R,4R)-2-(4-methoxyphenyl)-4-((S)-1-methyl-prop-2-enyl)-[1,3]dioxane; With ozone; In methanol; dichloromethane; at -78 ℃;

With sodium tetrahydroborate; In methanol; dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jo026798h

Reference yield:

3-(p-methoxybenzyloxy)propanal (128461-65-4) → (2S)-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propan-1-ol (507480-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-Bu₂BOTf; DIPEA / diethyl ether / -78 °C

1.2: DDQ; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 0 - 20 °C

2.1: LiBH₄ / diethyl ether; H₂O / 1 h / 0 °C

With lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In diethyl ether; water;

DOI:10.1021/ol036229b

upstream raw materials:

(2R,4R)-2-(4-methoxyphenyl)-4-((S)-1-methyl-prop-2-enyl)-[1,3]dioxane

3-(p-methoxybenzyloxy)propanal

Downstream raw materials:

Toluene-4-sulfonic acid (S)-2-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propyl ester

(R)-3-[(2R,4R)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-butan-2-one

(2R,4R)-2-(4-methoxyphenyl)-4-((S)-1-methyl-prop-2-enyl)-[1,3]dioxane

(3R,4S)-3-(4-methoxybenzyloxy)-4-methyl-5-hexen-1-ol