(R)-4-[(R)-1-Benzyloxy-2-(16,16,16-trifluoro-hexadecyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane

Base Information

• Chemical Name: (R)-4-[(R)-1-Benzyloxy-2-(16,16,16-trifluoro-hexadecyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane
• CAS No.: 108330-78-5
• Molecular Formula: C₃₀H₄₉F₃O₄
• Molecular Weight: 530.712
• Mol file: 108330-78-5.mol

Synonyms:(R)-4-[(R)-1-Benzyloxy-2-(16,16,16-trifluoro-hexadecyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane

Chemical Property of (R)-4-[(R)-1-Benzyloxy-2-(16,16,16-trifluoro-hexadecyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-[(R)-1-Benzyloxy-2-(16,16,16-trifluoro-hexadecyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane

There total 8 articles about (R)-4-[(R)-1-Benzyloxy-2-(16,16,16-trifluoro-hexadecyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane 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: 66.0%

(R)-2-(benzyloxy)-2-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol (84379-54-4) + Methanesulfonic acid 16,16,16-trifluoro-hexadecyl ester (108330-75-2) → (R)-4-[(R)-1-Benzyloxy-2-(16,16,16-trifluoro-hexadecyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane (108330-78-5)

Guidance literature:

With potassium hydride; In paraffin; benzene; 1.) 30 min; 2.) 10 h, RT;

DOI:10.1248/cpb.35.647

Reference yield:

9-decen-1-yl acetate (50816-18-7) → (R)-4-[(R)-1-Benzyloxy-2-(16,16,16-trifluoro-hexadecyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane (108330-78-5)

Guidance literature:

Multi-step reaction with 8 steps

1: Fe₃(CO)12 / ethanol; pyridine / 1.) 80 deg C, 2 h; 2.) 110 deg C, 16 h

2: Zn powder / acetic acid; diethyl ether / 15 h / Ambient temperature

3: 4.3 percent methanolic KOH / 2 h / Ambient temperature

4: 94 percent / triphenylphosphine dibromide / dimethylformamide; acetonitrile / 12 h / Ambient temperature

5: 88 percent / 0.1 M Li₂CuCl₄ / tetrahydrofuran / 8 h / Ambient temperature

6: 70 percent / H₂ / 5 percent Pd-C / ethanol / 2280 Torr

7: 83 percent / pyridine / 1 h / Ambient temperature

8: 66 percent / 22 percent KH / benzene; paraffin / 1.) 30 min; 2.) 10 h, RT

With potassium hydroxide; hydrogen; potassium hydride; zinc; dibromotriphenylphosphorane; palladium on activated charcoal; dilithium tetrachlorocuprate; triiron dodecarbonyl; In tetrahydrofuran; pyridine; diethyl ether; ethanol; acetic acid; N,N-dimethyl-formamide; acetonitrile; paraffin; benzene;

DOI:10.1248/cpb.35.647

Reference yield:

11,11,11-trifluoroundecan-1-ol (108330-70-7) → (R)-4-[(R)-1-Benzyloxy-2-(16,16,16-trifluoro-hexadecyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane (108330-78-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / triphenylphosphine dibromide / dimethylformamide; acetonitrile / 12 h / Ambient temperature

2: 88 percent / 0.1 M Li₂CuCl₄ / tetrahydrofuran / 8 h / Ambient temperature

3: 70 percent / H₂ / 5 percent Pd-C / ethanol / 2280 Torr

4: 83 percent / pyridine / 1 h / Ambient temperature

5: 66 percent / 22 percent KH / benzene; paraffin / 1.) 30 min; 2.) 10 h, RT

With hydrogen; potassium hydride; dibromotriphenylphosphorane; palladium on activated charcoal; dilithium tetrachlorocuprate; In tetrahydrofuran; pyridine; ethanol; N,N-dimethyl-formamide; acetonitrile; paraffin; benzene;

DOI:10.1248/cpb.35.647

upstream raw materials:

(R)-2-(benzyloxy)-2-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol

Methanesulfonic acid 16,16,16-trifluoro-hexadecyl ester

9-decen-1-yl acetate

11,11,11-trifluoroundecan-1-ol

Downstream raw materials:

C₃₁H₅₅F₃NO₆P

(R)-2-Benzyloxy-3-(16,16,16-trifluoro-hexadecyloxy)-propionaldehyde

(S)-2-Benzyloxy-3-(16,16,16-trifluoro-hexadecyloxy)-propan-1-ol

(2R,3R)-3-Benzyloxy-4-(16,16,16-trifluoro-hexadecyloxy)-butane-1,2-diol