1-{(S)-3-Dec-9-ynyloxy-2-[20-((S)-2-dec-9-ynyloxy-3-trityloxy-propoxy)-icosa-9,11-diynyloxy]-propoxymethyl}-4-methoxy-benzene

Base Information

• Chemical Name: 1-{(S)-3-Dec-9-ynyloxy-2-[20-((S)-2-dec-9-ynyloxy-3-trityloxy-propoxy)-icosa-9,11-diynyloxy]-propoxymethyl}-4-methoxy-benzene
• CAS No.: 482621-17-0
• Molecular Formula: C₇₃H₁₀₀O₇
• Molecular Weight: 1089.59
• Mol file: 482621-17-0.mol

Synonyms:

Chemical Property of 1-{(S)-3-Dec-9-ynyloxy-2-[20-((S)-2-dec-9-ynyloxy-3-trityloxy-propoxy)-icosa-9,11-diynyloxy]-propoxymethyl}-4-methoxy-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{(S)-3-Dec-9-ynyloxy-2-[20-((S)-2-dec-9-ynyloxy-3-trityloxy-propoxy)-icosa-9,11-diynyloxy]-propoxymethyl}-4-methoxy-benzene

There total 13 articles about 1-{(S)-3-Dec-9-ynyloxy-2-[20-((S)-2-dec-9-ynyloxy-3-trityloxy-propoxy)-icosa-9,11-diynyloxy]-propoxymethyl}-4-methoxy-benzene 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-decynyl mesylate (119227-71-3) + (S)-2-[20-((S)-2-Hydroxy-3-trityloxy-propoxy)-icosa-9,11-diynyloxy]-3-(4-methoxy-benzyloxy)-propan-1-ol (482621-08-9) → 1-{(S)-3-Dec-9-ynyloxy-2-[20-((S)-2-dec-9-ynyloxy-3-trityloxy-propoxy)-icosa-9,11-diynyloxy]-propoxymethyl}-4-methoxy-benzene (482621-17-0)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 14h;

DOI:10.1055/s-2002-33504

Reference yield:

trityl chloride (76-83-5) → 1-{(S)-3-Dec-9-ynyloxy-2-[20-((S)-2-dec-9-ynyloxy-3-trityloxy-propoxy)-icosa-9,11-diynyloxy]-propoxymethyl}-4-methoxy-benzene (482621-17-0)

Guidance literature:

Multi-step reaction with 4 steps

1: DMAP; pyridine / 13 h / 80 °C

2: 99 percent / N-iodosuccinimide; AgNO₃ / acetone / 4 h / 0 °C

3: 64 percent / CuI; pyrrolidine / 0.17 h / -20 °C

4: NaH / dimethylsulfoxide / 14 h / 20 °C

With pyrrolidine; pyridine; dmap; N-iodo-succinimide; copper(l) iodide; sodium hydride; silver nitrate; In dimethyl sulfoxide; acetone;

DOI:10.1055/s-2002-33504

Reference yield:

(S)-3-((4-methoxybenzyl)oxy)propane-1,2-diol (109786-77-8) → 1-{(S)-3-Dec-9-ynyloxy-2-[20-((S)-2-dec-9-ynyloxy-3-trityloxy-propoxy)-icosa-9,11-diynyloxy]-propoxymethyl}-4-methoxy-benzene (482621-17-0)

Guidance literature:

Multi-step reaction with 5 steps

1: DMAP; pyridine / 13 h / 80 °C

2: NaH; TBAI / dimethylformamide / 19 h / 20 °C

3: 90 percent / p-TsOH / CHCl₃; methanol / 4 h / 20 °C

4: 64 percent / CuI; pyrrolidine / 0.17 h / -20 °C

5: NaH / dimethylsulfoxide / 14 h / 20 °C

With pyrrolidine; pyridine; dmap; copper(l) iodide; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; In methanol; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1055/s-2002-33504

upstream raw materials:

9-decynyl mesylate

(S)-2-[20-((S)-2-Hydroxy-3-trityloxy-propoxy)-icosa-9,11-diynyloxy]-3-(4-methoxy-benzyloxy)-propan-1-ol

trityl chloride

(S)-3-((4-methoxybenzyl)oxy)propane-1,2-diol

Downstream raw materials:

C₇₃H₉₈O₇