12-Benzyloxymethyl-28-methoxy-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-triene

Base Information

• Chemical Name: 12-Benzyloxymethyl-28-methoxy-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-triene
• CAS No.: 137743-85-2
• Molecular Formula: C₂₉H₄₂O₁₀
• Molecular Weight: 550.646
• Mol file: 137743-85-2.mol

Synonyms:12-Benzyloxymethyl-28-methoxy-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-triene

Chemical Property of 12-Benzyloxymethyl-28-methoxy-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-triene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 12-Benzyloxymethyl-28-methoxy-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-triene

There total 1 articles about 12-Benzyloxymethyl-28-methoxy-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-triene 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:

C29H36O11S2 (118356-86-8) + 4-Benzyloxymethyl-3,6-dioxa-1,8-octanediol (80525-60-6,118917-64-9) → 12-Benzyloxymethyl-28-methoxy-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-triene (137743-85-2)

Guidance literature:

With potassium tert-butylate; Yield given. Multistep reaction; 1.) THF, rt, 1 h, 2.) THF, 65 deg C, 3 d;

DOI:10.1021/jo00028a058

Reference yield: 67.0%

12-Benzyloxymethyl-28-methoxy-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-triene (137743-85-2) → 12-Benzyloxymethyl-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-trien-28-ol (137743-86-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 20h; Heating;

DOI:10.1021/jo00028a058

Reference yield:

12-Benzyloxymethyl-28-methoxy-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-triene (137743-85-2) → [12-(Toluene-4-sulfonyloxymethyl)-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-trien-28-yloxy]-acetic acid tert-butyl ester (137743-89-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 67 percent / LiAlH₄ / tetrahydrofuran / 20 h / Heating

2: 100 percent / K₂CO₃ / acetone / 48 h / Heating

3: 99 percent / H₂ / 10percent Pd/C / ethanol / 48 h / 2585.7 Torr / Ambient temperature

4: 82 percent / pyridine / 4 °C

With pyridine; lithium aluminium tetrahydride; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; acetone;

DOI:10.1021/jo00028a058

upstream raw materials:

C₂₉H₃₆O₁₁S₂

4-Benzyloxymethyl-3,6-dioxa-1,8-octanediol

Downstream raw materials:

12-Benzyloxymethyl-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-ol

(12-Benzyloxymethyl-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-yloxy)-acetic acid tert-butyl ester

[12-(Toluene-4-sulfonyloxymethyl)-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-yloxy]-acetic acid tert-butyl ester

{12-[4-Decyl-2-(ethoxy-hydroxy-phosphoryl)-phenoxymethyl]-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-yloxy}-acetic acid