(R)-1-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-phenyl-butan-2-ol

Base Information

• Chemical Name: (R)-1-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-phenyl-butan-2-ol
• CAS No.: 855855-57-1
• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.392
• Mol file: 855855-57-1.mol

Synonyms:(R)-1-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-phenyl-butan-2-ol

Chemical Property of (R)-1-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-phenyl-butan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-phenyl-butan-2-ol

There total 7 articles about (R)-1-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-phenyl-butan-2-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: 85.0%

(2R,4R)-6-Phenyl-hexane-1,2,4-triol (855855-56-0) + pentan-3-one (96-22-0) → (R)-1-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-phenyl-butan-2-ol (855855-57-1)

Guidance literature:

With camphor-10-sulfonic acid;

DOI:10.1016/j.tetlet.2005.04.031

Reference yield:

(3aR,5S,6aR)-2,2-Dimethyl-5-((E)-styryl)-tetrahydro-furo[2,3-d][1,3]dioxole (855855-55-9) → (R)-1-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-phenyl-butan-2-ol (855855-57-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / H₂ / Raney-Ni / ethanol / 3102.89 Torr

2: 72 percent / aq. AcOH / Heating

3: 92 percent / LiAlH₄ / tetrahydrofuran / 20 °C

4: 85 percent / CSA

With lithium aluminium tetrahydride; camphor-10-sulfonic acid; hydrogen; acetic acid; nickel; In tetrahydrofuran; ethanol;

DOI:10.1016/j.tetlet.2005.04.031

Reference yield:

O1,O2-isopropylidene-α-D-erythro-3-deoxy-pentodiald-1,4-ose (4613-68-7,14260-67-4,22248-90-4,74996-06-8) → (R)-1-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-phenyl-butan-2-ol (855855-57-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 67 percent / n-BuLi / tetrahydrofuran / 0 - 20 °C

2: 98 percent / H₂ / Raney-Ni / ethanol / 3102.89 Torr

3: 72 percent / aq. AcOH / Heating

4: 92 percent / LiAlH₄ / tetrahydrofuran / 20 °C

5: 85 percent / CSA

With lithium aluminium tetrahydride; n-butyllithium; camphor-10-sulfonic acid; hydrogen; acetic acid; nickel; In tetrahydrofuran; ethanol; 1: Wittig olefination;

DOI:10.1016/j.tetlet.2005.04.031

upstream raw materials:

(2R,4R)-6-Phenyl-hexane-1,2,4-triol

pentan-3-one

(3aR,5S,6aR)-2,2-Dimethyl-5-((E)-styryl)-tetrahydro-furo[2,3-d][1,3]dioxole

(2S,3R,5R)-5-Phenethyl-tetrahydro-furan-2,3-diol

Downstream raw materials:

Benzoic acid (S)-1-((R)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-3-phenyl-propyl ester

Benzoic acid (S)-1-(R)-1-oxiranylmethyl-3-phenyl-propyl ester

Benzoic acid (1S,3R)-3,4-dihydroxy-1-phenethyl-butyl ester

Benzoic acid (1S,3R)-3-hydroxy-1-phenethyl-4-(toluene-4-sulfonyloxy)-butyl ester