(R)-1-(12-Bromo-dodecyloxy)-3-(4-methoxy-phenoxy)-propan-2-ol

Base Information

• Chemical Name: (R)-1-(12-Bromo-dodecyloxy)-3-(4-methoxy-phenoxy)-propan-2-ol
• CAS No.: 207981-71-3
• Molecular Formula: C₂₂H₃₇BrO₄
• Molecular Weight: 445.437
• Mol file: 207981-71-3.mol

Synonyms:(R)-1-(12-Bromo-dodecyloxy)-3-(4-methoxy-phenoxy)-propan-2-ol

Chemical Property of (R)-1-(12-Bromo-dodecyloxy)-3-(4-methoxy-phenoxy)-propan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-(12-Bromo-dodecyloxy)-3-(4-methoxy-phenoxy)-propan-2-ol

There total 1 articles about (R)-1-(12-Bromo-dodecyloxy)-3-(4-methoxy-phenoxy)-propan-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:

1,12-dibromododecane (3344-70-5) + (R)-3-(p-methoxyphenoxy)-1,2-propanediol (17131-52-1,124933-35-3,131064-88-5,131064-87-4) → (R)-2-(12-Bromo-dodecyloxy)-3-(4-methoxy-phenoxy)-propan-1-ol + (R)-1-(12-Bromo-dodecyloxy)-3-(4-methoxy-phenoxy)-propan-2-ol (207981-71-3)

Guidance literature:

With di(n-butyl)tin oxide; cesium fluoride; Yield given. Multistep reaction. Yields of byproduct given; 1.) MeOH; 2.) DMF, rt.;

DOI:10.1016/S0040-4039(98)00418-3

Reference yield: 90.0%

acetic anhydride (108-24-7) + (R)-1-(12-Bromo-dodecyloxy)-3-(4-methoxy-phenoxy)-propan-2-ol (207981-71-3) → Acetic acid (R)-1-(12-bromo-dodecyloxymethyl)-2-(4-methoxy-phenoxy)-ethyl ester (207981-74-6)

Guidance literature:

With dmap; In pyridine;

DOI:10.1016/S0040-4039(98)00418-3

Reference yield:

(R)-1-(12-Bromo-dodecyloxy)-3-(4-methoxy-phenoxy)-propan-2-ol (207981-71-3) → Hexanoic acid (R)-2-[((3aR,4S,5R,5aR,8aS,8bR)-5-benzyloxy-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-yloxy)-hydroxy-phosphoryloxy]-1-[12-(naphthalen-2-yloxy)-dodecyloxymethyl]-ethyl ester (207981-82-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 90 percent / DMAP / pyridine

2: 86 percent / ceric ammonium nitrate / acetonitrile; H₂O

3: 80 percent / K₂CO₃ / methanol

4: 100 percent / p-TsOH

5: 83 percent / K₂CO₃ / dimethylformamide / Ambient temperature

6: 82 percent / p-TsOH / CH₂Cl₂

7: 86 percent / imidazole / dimethylformamide / Ambient temperature

8: 100 percent / DMAP / pyridine; CH₂Cl₂ / Ambient temperature

9: 96 percent / HCl / H₂O; ethanol / 1 h / Ambient temperature

10: 85 percent / NPCl / pyridine / 0.25 h / Ambient temperature

11: 85 percent / I₂ / pyridine; H₂O / 0.08 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; dmap; ammonium cerium(IV) nitrate; iodine; potassium carbonate; toluene-4-sulfonic acid; In pyridine; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(98)00418-3

upstream raw materials:

1,12-dibromododecane

(R)-3-(p-methoxyphenoxy)-1,2-propanediol

Downstream raw materials:

Acetic acid (R)-1-(12-bromo-dodecyloxymethyl)-2-(4-methoxy-phenoxy)-ethyl ester

C₄₇H₆₉O₁₂P

C₅₀H₇₃O₁₂P

Hexanoic acid (R)-2-[((3aR,4S,5R,5aR,8aS,8bR)-5-benzyloxy-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-yloxy)-hydroxy-phosphoryloxy]-1-[12-(naphthalen-2-yloxy)-dodecyloxymethyl]-ethyl ester