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

Base Information

• Chemical Name: (R)-2-Benzyloxy-3-(16,16,16-trifluoro-hexadecyloxy)-propionaldehyde
• CAS No.: 108330-91-2
• Molecular Formula: C₂₆H₄₁F₃O₃
• Molecular Weight: 458.605
• Mol file: 108330-91-2.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about (R)-2-Benzyloxy-3-(16,16,16-trifluoro-hexadecyloxy)-propionaldehyde 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:

9-decen-1-yl acetate (50816-18-7) → (R)-2-Benzyloxy-3-(16,16,16-trifluoro-hexadecyloxy)-propionaldehyde (108330-91-2)

Guidance literature:

Multi-step reaction with 10 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

9: 73 percent / 2 N HCl / tetrahydrofuran / 2 h / Ambient temperature

10: Pb(OAc)4 / benzene / 1 h

With lead(IV) acetate; hydrogenchloride; 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)-2-Benzyloxy-3-(16,16,16-trifluoro-hexadecyloxy)-propionaldehyde (108330-91-2)

Guidance literature:

Multi-step reaction with 7 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

6: 73 percent / 2 N HCl / tetrahydrofuran / 2 h / Ambient temperature

7: Pb(OAc)4 / benzene / 1 h

With lead(IV) acetate; hydrogenchloride; 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

Reference yield:

11,11,11-trifluoroundecanyl acetate → (R)-2-Benzyloxy-3-(16,16,16-trifluoro-hexadecyloxy)-propionaldehyde (108330-91-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 4.3 percent methanolic KOH / 2 h / Ambient temperature

2: 94 percent / triphenylphosphine dibromide / dimethylformamide; acetonitrile / 12 h / Ambient temperature

3: 88 percent / 0.1 M Li₂CuCl₄ / tetrahydrofuran / 8 h / Ambient temperature

4: 70 percent / H₂ / 5 percent Pd-C / ethanol / 2280 Torr

5: 83 percent / pyridine / 1 h / Ambient temperature

6: 66 percent / 22 percent KH / benzene; paraffin / 1.) 30 min; 2.) 10 h, RT

7: 73 percent / 2 N HCl / tetrahydrofuran / 2 h / Ambient temperature

8: Pb(OAc)4 / benzene / 1 h

With lead(IV) acetate; hydrogenchloride; potassium hydroxide; 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:

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

9-decen-1-yl acetate

11,11,11-trifluoroundecan-1-ol

16,16,16-trifluorohexadecan-1-ol

Downstream raw materials:

C₃₁H₅₅F₃NO₆P

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